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Product FOB Price Min.Order Supply Ability Supplier
Olivetol
Cas No: 500-66-3
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1.5 Metric Ton/Day Hangzhou Keyingchem Co.,Ltd Contact Supplier
3,5-dihydroxyamylbenzene Large in stock
Cas No: 500-66-3
No Data 1 Kilogram 10 Metric Ton/Month Shanghai Minstar Chemical Co., Ltd Contact Supplier
3,5-hydroxypentylbenzene
Cas No: 500-66-3
No Data 1 Gram 5 Metric Ton/Month Hangzhou Zhongqi chem Co.,Ltd. Contact Supplier
Hot selling purity 99% cas 500-66-3 Olivetol
Cas No: 500-66-3
USD $ 100.0-100.0 / Kilogram 1 Kilogram 5000 Kilogram/Month Hebei Yingong New Material Technology Co.,Ltd . Contact Supplier
Factory Supply Olivetol
Cas No: 500-66-3
No Data 1 Gram 400 Metric Ton/Day Ality Chemical Corporation Contact Supplier
Olivetol powder
Cas No: 500-66-3
USD $ 5.0-30.0 / Kilogram 1 Kilogram 500 Metric Ton/Year Jinan Finer Chemical Co., Ltd Contact Supplier
5-Pentylresorcinol CAS 500-66-3 Olivetol powder
Cas No: 500-66-3
USD $ 1400.0-1400.0 / Kilogram 1 Kilogram 500 Kilogram/Month Shaanxi Yuantai Biological Technology Co., Ltd. Contact Supplier
Olivetol(3,5-hydroxypentylbenzene) manufacturer high quality
Cas No: 500-66-3
No Data 1 Gram 100 Kilogram/Week Shanghai AngewChem Co., Ltd. Contact Supplier
Olivetol
Cas No: 500-66-3
USD $ 1370.0-1370.0 / Kilogram 1 Kilogram 100 Kilogram/Month Suzhou MyLand Pharm&Nutrition Inc. Contact Supplier
Olivetol Manufacturer/High quality/Best price/In stock
Cas No: 500-66-3
USD $ 3.0-3.0 / Kilogram 1 Kilogram 1-100 Metric Ton/Month Dayang Chem (Hangzhou) Co.,Ltd. Contact Supplier

500-66-3 Usage

Chemical Properties

light purple to brown crystalline mass

Chemical Properties

OLIVETOL is an off-white crystals or olive to light purple waxy solid. Forms monohydrate (melting point: 102-106°F). Olivetol is a member of the class of resorcinols that is resorcinol in which the hydrogen at position 5 is replaced by a pentyl group. It has a role as a lichen metabolite.

Uses

Olivetol was used as a template molecule in the synthesis of molecularly imprinted polymer (MIP). It was also used as an inhibitor of (S)-mephenytoin 4'-hydroxylase activity of recombinant CYP2C19.

Uses

A precursor in various syntheses of tetrahydrocannabinol.

Air & Water Reactions

Sensitive to air. Insoluble in water.

Definition

ChEBI: A member of the class of resorcinols that is resorcinol in which the hydrogen at position 5 is replaced by a pentyl group.

Synthesis Reference(s)

The Journal of Organic Chemistry, 42, p. 3456, 1977 DOI: 10.1021/jo00441a036

General Description

Off-white crystals or olive to light purple waxy solid. Forms monohydrate (melting point: 102-106°F).

Fire Hazard

Olivetol is probably combustible.

Reactivity Profile

Olivetol is incompatible with acid chlorides, acid anhydrides and oxidizing agents.
InChI:InChI=1/C11H16O2/c1-2-3-4-5-9-6-10(12)8-11(13)7-9/h6-8,12-13H,2-5H2,1H3

500-66-3 Well-known Company Product Price

Brand (Code)Product description CAS number Packaging Price Detail
Aldrich (152633)  Olivetol  95% 500-66-3 152633-1G 613.08CNY Detail

500-66-3SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name olivetol

1.2 Other means of identification

Product number -
Other names 1,3-Benzenediol, 5-pentyl-

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:500-66-3 SDS

500-66-3Synthetic route

1,3-dimethoxy-5-pentylbenzene
22976-40-5

1,3-dimethoxy-5-pentylbenzene

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With boron tribromide In dichloromethane at -15 - 20℃; for 1.5h; Solvent; Reagent/catalyst; Inert atmosphere;95%
With boron tribromide In dichloromethane at -15 - 20℃; for 1.5h; Inert atmosphere;92%
With boron tribromide In dichloromethane at -15 - 20℃; for 1.5h; Inert atmosphere;92%
methyl 2,4-dihydroxy-6-pentylbenzoate
58016-28-7

methyl 2,4-dihydroxy-6-pentylbenzoate

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With water; potassium hydroxide at 50 - 100℃;94%
1,3-Bis-benzyloxy-5-((Z)-pent-1-enyl)-benzene

1,3-Bis-benzyloxy-5-((Z)-pent-1-enyl)-benzene

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With sodium; butan-1-ol at 80 - 90℃; for 1h;81%
With hydrogen; palladium on activated charcoal In ethanol Yield given;
3,5-diamino-1-pentylbenzene

3,5-diamino-1-pentylbenzene

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Stage #1: 3,5-diamino-1-pentylbenzene With sulfuric acid; sodium nitrite In dichloromethane at 5℃;
Stage #2: With sulfuric acid; sodium sulfate In water for 1h; Reflux;
78%
methyl 6-n-pentyl-2-hydroxy-4-oxo-cyclohex-2-ene-1-carboxylate
27871-89-2

methyl 6-n-pentyl-2-hydroxy-4-oxo-cyclohex-2-ene-1-carboxylate

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With bromine In N,N-dimethyl-formamide at 160℃; for 10h; Cooling with ice;69.3%
With bromine In N,N-dimethyl-formamide at 80 - 160℃;69.3%
With bromine In N,N-dimethyl-formamide at 160℃; for 11.5h; Cooling with ice;69.3%
With bromine In N,N-dimethyl-formamide at 160℃; for 10h; Cooling with ice;69.3%
With bromine In N,N-dimethyl-formamide at 80 - 160℃; for 11.5h; Cooling with ice;69.3%
4-Benzenesulfinyl-5-pentyl-cyclohexane-1,3-dione
74732-76-6

4-Benzenesulfinyl-5-pentyl-cyclohexane-1,3-dione

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With calcium carbonate In benzene for 5h; Heating;48%
5-n-amyl-2-bromocyclohex-2-ene-3-ol-1-one
58016-30-1

5-n-amyl-2-bromocyclohex-2-ene-3-ol-1-one

A

4-bromo-5-pentylbenzene-1,3-diol
78463-35-1

4-bromo-5-pentylbenzene-1,3-diol

B

4,6-dibromo-5-pentylbenzene-1,3-diol
78463-34-0

4,6-dibromo-5-pentylbenzene-1,3-diol

C

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
In diphenylether heating to 155 deg C during 1 h;A 32%
B 10%
C 40%
methanol
67-56-1

methanol

olivetoric acid
491-47-4

olivetoric acid

A

6,8-dihydroxy-3-pentyl-1H-2-benzopyran-1-one
3734-54-1

6,8-dihydroxy-3-pentyl-1H-2-benzopyran-1-one

B

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
at 150 - 200℃;
formic acid
64-18-6

formic acid

olivetoric acid
491-47-4

olivetoric acid

A

6,8-dihydroxy-3-pentyl-1H-2-benzopyran-1-one
3734-54-1

6,8-dihydroxy-3-pentyl-1H-2-benzopyran-1-one

B

Olivetol
500-66-3

Olivetol

pyridine hydrochloride
628-13-7

pyridine hydrochloride

A

4-methylisopropylbenzene
99-87-6

4-methylisopropylbenzene

B

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
at 210 - 230℃;
2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester
38862-65-6

2,4-dihydroxy-6-n-pentylbenzoic acid ethyl ester

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With sodium hydroxide
With sodium hydroxide
With sodium hydroxide In water Heating;
5-n-amyl-2-bromocyclohex-2-ene-3-ol-1-one
58016-30-1

5-n-amyl-2-bromocyclohex-2-ene-3-ol-1-one

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With N,N-dimethyl-formamide
2-Hydroxy-4-oxo-6-pentyl-cyclohex-2-enecarboxylic acid ethyl ester
751419-63-3

2-Hydroxy-4-oxo-6-pentyl-cyclohex-2-enecarboxylic acid ethyl ester

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
(i) CuBr2, DME, (ii) (heating in DMF), (iii) aq. NaOH; Multistep reaction;
n-butyllithium
109-72-8, 29786-93-4

n-butyllithium

O-methylorcinol
3209-13-0

O-methylorcinol

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Yield given. Multistep reaction;
Non-3-en-2-on
14309-57-0

Non-3-en-2-on

methyl 2-phenylsulfinylacetate
14090-83-6

methyl 2-phenylsulfinylacetate

(4S,5S)-4-Benzenesulfinyl-3-hydroxy-5-pentyl-cyclohex-2-enone
67222-03-1, 74779-22-9, 74779-23-0

(4S,5S)-4-Benzenesulfinyl-3-hydroxy-5-pentyl-cyclohex-2-enone

(4S,5R)-4-Benzenesulfinyl-3-hydroxy-5-pentyl-cyclohex-2-enone
67222-03-1, 74779-22-9, 74779-23-0

(4S,5R)-4-Benzenesulfinyl-3-hydroxy-5-pentyl-cyclohex-2-enone

C

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With magnesium methanolate In methanol 1.) 1 h, 2.) room temperature, 2 d; Yield given. Yields of byproduct given;
2-hydroxy-4-(2-hydroxy-4-methoxy-6-pentylbenzoyloxy)-6-pentylbenzoic acid
529-47-5

2-hydroxy-4-(2-hydroxy-4-methoxy-6-pentylbenzoyloxy)-6-pentylbenzoic acid

A

3-hydroxy-5-pentylphenyl 2,4-dihydroxy-6-pentylbenzoate

3-hydroxy-5-pentylphenyl 2,4-dihydroxy-6-pentylbenzoate

B

2'-O-methylperlatolol

2'-O-methylperlatolol

C

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
at 160℃; for 1h; Product distribution; pyrolysis; rate of decarboxylation;
methyl 2,6-dihydroxy-4-pentylbenzoate
83578-32-9

methyl 2,6-dihydroxy-4-pentylbenzoate

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With sodium hydroxide In methanol; water
diethyl 1,3-acetonedicarboxylate
105-50-0

diethyl 1,3-acetonedicarboxylate

3-oxo-octanoic acid (1)-ethyl ester

3-oxo-octanoic acid (1)-ethyl ester

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
With sodium at 140 - 150℃; Erhitzen des Reaktionsprodukts mit KOH auf 250grad;
2-hydroxy-4-(2-hydroxy-4-methoxy-6-pentylbenzoyloxy)-6-pentylbenzoic acid
529-47-5

2-hydroxy-4-(2-hydroxy-4-methoxy-6-pentylbenzoyloxy)-6-pentylbenzoic acid

aqueous KOH-solution

aqueous KOH-solution

A

2-hydroxy-4-methoxy-6-pentylbenzoic acid
52189-68-1

2-hydroxy-4-methoxy-6-pentylbenzoic acid

B

Olivetol
500-66-3

Olivetol

methanol
67-56-1

methanol

olivetoric acid
491-47-4

olivetoric acid

A

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

B

Olivetol
500-66-3

Olivetol

C

olivetonide

olivetonide

Conditions
ConditionsYield
at 150℃; im Rohr;
formic acid
64-18-6

formic acid

olivetoric acid
491-47-4

olivetoric acid

A

methylammonium carbonate
15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

B

Olivetol
500-66-3

Olivetol

C

olivetonide

olivetonide

3,5-dimethoxybenzyl alcohol
705-76-0

3,5-dimethoxybenzyl alcohol

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: Et3N / tetrahydrofuran / 1 h / 0 - 20 °C
2: 41 percent / Li, naphthalene / tetrahydrofuran / 2 h / -30 - 0 °C
3: 96 percent / Et3N / tetrahydrofuran / 1.08 h / 0 °C
4: 95 percent / NaI, Zn / 1,2-dimethoxy-ethane / 8 h / Heating
5: 81 percent / 45percent HBr, glacial AcOH / 3 h / Heating
View Scheme
Multi-step reaction with 3 steps
1: PBr3
2: CuI
3: aq. HCl, Py
View Scheme
3,5-dimethoxybenzyl trimethylsilyl ether
185249-83-6

3,5-dimethoxybenzyl trimethylsilyl ether

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 41 percent / Li, naphthalene / tetrahydrofuran / 2 h / -30 - 0 °C
2: 96 percent / Et3N / tetrahydrofuran / 1.08 h / 0 °C
3: 95 percent / NaI, Zn / 1,2-dimethoxy-ethane / 8 h / Heating
4: 81 percent / 45percent HBr, glacial AcOH / 3 h / Heating
View Scheme
1,3-dimethoxy-5-(2'-hydroxypentyl)benzene
185249-84-7

1,3-dimethoxy-5-(2'-hydroxypentyl)benzene

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 96 percent / Et3N / tetrahydrofuran / 1.08 h / 0 °C
2: 95 percent / NaI, Zn / 1,2-dimethoxy-ethane / 8 h / Heating
3: 81 percent / 45percent HBr, glacial AcOH / 3 h / Heating
View Scheme
Methanesulfonic acid 1-(3,5-dimethoxy-benzyl)-butyl ester
185249-86-9

Methanesulfonic acid 1-(3,5-dimethoxy-benzyl)-butyl ester

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95 percent / NaI, Zn / 1,2-dimethoxy-ethane / 8 h / Heating
2: 81 percent / 45percent HBr, glacial AcOH / 3 h / Heating
View Scheme
3,5-dimethoxybenzaldehdye
7311-34-4

3,5-dimethoxybenzaldehdye

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
2: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
3: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
1-(1-hydroxypentyl)-3,5-dimethoxybenzene
38228-28-3

1-(1-hydroxypentyl)-3,5-dimethoxybenzene

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
2: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
3,5-dimethoxybenzoic acid
1132-21-4

3,5-dimethoxybenzoic acid

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: 89 percent / (COCl)2 / benzene / 2 h, room t., 1 h, reflux
2: 70 percent / NaOAc, H2 / 10percent Pd-C / 2427.2 Torr / 1h, then 60 degC, overnight
3: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
4: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
5: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
Multi-step reaction with 7 steps
4: 28.8 g / fluoroboric acid, sodium nitrite / H2O
5: 7.6 g / warming, distillation
6: 60 percent / lithium chips / 0.5 h
7: boron tribromide, pyridine hydrochloride / CH2Cl2 / 24 h / -78 °C
View Scheme
Multi-step reaction with 4 steps
1: LiAlH4
2: PBr3
3: CuI
4: aq. HCl, Py
View Scheme
3,5-dimethoxybenzoyl chloride
17213-57-9

3,5-dimethoxybenzoyl chloride

Olivetol
500-66-3

Olivetol

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 70 percent / NaOAc, H2 / 10percent Pd-C / 2427.2 Torr / 1h, then 60 degC, overnight
2: 1.) Mg; MeI / diethyl ether / 1.) 3 h, reflux; 2.) 1 h, reflux
3: hydrogen, conc. H2SO4 / 10percent Pd-C / ethyl acetate / 4 h / 2942.03 Torr / Ambient temperature
4: NaI, ClSiMe3 / acetonitrile / 36 h / Heating
View Scheme
Multi-step reaction with 6 steps
3: 28.8 g / fluoroboric acid, sodium nitrite / H2O
4: 7.6 g / warming, distillation
5: 60 percent / lithium chips / 0.5 h
6: boron tribromide, pyridine hydrochloride / CH2Cl2 / 24 h / -78 °C
View Scheme
dimethyl sulfate
77-78-1

dimethyl sulfate

Olivetol
500-66-3

Olivetol

1,3-dimethoxy-5-pentylbenzene
22976-40-5

1,3-dimethoxy-5-pentylbenzene

Conditions
ConditionsYield
With potassium carbonate In acetone at 60℃; for 4h;98%
With potassium carbonate In acetone at 80℃; for 12.083h; Inert atmosphere;98%
With potassium carbonate In acetone for 4h; Heating;89%
chloromethyl methyl ether
107-30-2

chloromethyl methyl ether

Olivetol
500-66-3

Olivetol

1,3-Bis(methoxymethoxy)-5-pentylbenzene
94450-80-3

1,3-Bis(methoxymethoxy)-5-pentylbenzene

Conditions
ConditionsYield
Stage #1: Olivetol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 0.5h; Inert atmosphere;
Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide at 25℃; Inert atmosphere;
97%
Stage #1: Olivetol With sodium hydride In N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere;
Stage #2: chloromethyl methyl ether In N,N-dimethyl-formamide; mineral oil at 0 - 20℃; Inert atmosphere;
92%
With N-ethyl-N,N-diisopropylamine In dichloromethane for 16h; Ambient temperature;91%
4-cyanobenzyl bromide
17201-43-3

4-cyanobenzyl bromide

Olivetol
500-66-3

Olivetol

1,3-bis{4-cyanobenzyloxy}-5-(n-pentyl)benzene

1,3-bis{4-cyanobenzyloxy}-5-(n-pentyl)benzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃;95%
2,6-dichloropyridine-3,5-dicarbonitrile
151229-84-4

2,6-dichloropyridine-3,5-dicarbonitrile

Olivetol
500-66-3

Olivetol

25,27-diaza-4,6,16,18-tetracyano-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

25,27-diaza-4,6,16,18-tetracyano-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 25℃; for 0.5h;93%
Olivetol
500-66-3

Olivetol

1,3-dihydroxy-2-iodo-5-pentylbenzene
112639-12-0

1,3-dihydroxy-2-iodo-5-pentylbenzene

Conditions
ConditionsYield
With iodine; sodium hydrogencarbonate In tert-butyl methyl ether; water at 0℃; for 1h; Reagent/catalyst; Solvent; Temperature;92%
With N-iodo-succinimide In methanol at 0℃; for 18h;85%
With 18-crown-6 ether; 3-chloro-benzenecarboperoxoic acid; potassium iodide In dichloromethane 1) room temp., 2) 0 deg C, 15 min.;82%
With 3-chloro-benzenecarboperoxoic acid; potassium iodide In dichloromethane at 0℃; for 0.333333h;67%
1,5-difluoro-2,4-dinitrobenzene
327-92-4

1,5-difluoro-2,4-dinitrobenzene

Olivetol
500-66-3

Olivetol

C34H32N4O12

C34H32N4O12

Conditions
ConditionsYield
With potassium carbonate In dimethyl sulfoxide at 25℃; for 0.25h;91%
ethyl vinyl ether
109-92-2

ethyl vinyl ether

Olivetol
500-66-3

Olivetol

1,3-bis(1-ethoxyethoxy)-5-pentylbenzene
125265-27-2

1,3-bis(1-ethoxyethoxy)-5-pentylbenzene

Conditions
ConditionsYield
With pyridinium p-toluenesulfonate In dichloromethane; N,N-dimethyl-formamide at 0℃; for 7h; Inert atmosphere;91%
4,6-dichloropyrimidine
1193-21-1

4,6-dichloropyrimidine

Olivetol
500-66-3

Olivetol

4,6,16,18-tetraaza-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

4,6,16,18-tetraaza-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 120℃; for 18h;90%
N,N-dimethyl-formamide
68-12-2, 33513-42-7

N,N-dimethyl-formamide

Olivetol
500-66-3

Olivetol

2,4-dihydroxy-6-pentylbenzaldehyde
855875-40-0

2,4-dihydroxy-6-pentylbenzaldehyde

Conditions
ConditionsYield
With trichlorophosphate at 0 - 20℃; for 8.5h; Vilsmeier-Haack Formylation; Inert atmosphere; regioselective reaction;90%
With trichlorophosphate at 0 - 20℃; for 18h; Vilsmeier-Haack Formylation;56%
[1,3]-dioxolan-2-one
96-49-1

[1,3]-dioxolan-2-one

Olivetol
500-66-3

Olivetol

2,2'-((5-pentyl-1,3-phenylene)bis(oxy))bis(ethan-1-ol)

2,2'-((5-pentyl-1,3-phenylene)bis(oxy))bis(ethan-1-ol)

Conditions
ConditionsYield
With tetrabutyl ammonium fluoride In N,N-dimethyl-formamide at 170℃; for 1h; Inert atmosphere; Schlenk technique;90%
2,6-dichloropyrazine
4774-14-5

2,6-dichloropyrazine

Olivetol
500-66-3

Olivetol

5,17,25,27-tetraaza-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

5,17,25,27-tetraaza-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 120℃; for 18h;89%
2,3,5,6-tetrachloropyridine
2402-79-1

2,3,5,6-tetrachloropyridine

Olivetol
500-66-3

Olivetol

25,27-diaza-4,6,16,18-tetrachloro-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

25,27-diaza-4,6,16,18-tetrachloro-11,23-di-n-pentyl-2,8,14,20-tetraoxacalix[4]arene

Conditions
ConditionsYield
With caesium carbonate In dimethyl sulfoxide at 120℃; for 18h;88%
Olivetol
500-66-3

Olivetol

4,6-dibromo-5-pentylbenzene-1,3-diol
78463-34-0

4,6-dibromo-5-pentylbenzene-1,3-diol

Conditions
ConditionsYield
With hydrogen bromide In dimethyl sulfoxide; ethyl acetate at 60℃; for 1h; Temperature; Solvent;87%
With bromine In dichloromethane at -15℃; Large scale;82%
With bromine In dichloromethane at -30 - -28℃; for 0.75h;73%
Olivetol
500-66-3

Olivetol

methyl iodide
74-88-4

methyl iodide

1,3-dimethoxy-5-pentylbenzene
22976-40-5

1,3-dimethoxy-5-pentylbenzene

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 20℃; Inert atmosphere;85%
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 3 - 5h;
Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.25h; Inert atmosphere; diastereoselective reaction;85%
carbon dioxide
124-38-9

carbon dioxide

Olivetol
500-66-3

Olivetol

2,6-dihydroxy-4-pentylbenzoic acid
61695-63-4

2,6-dihydroxy-4-pentylbenzoic acid

Conditions
ConditionsYield
With potassium hydrogencarbonate In glycerol at 145℃; for 5h;84%
Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.5h; Inert atmosphere; diastereoselective reaction;84%
ethyl 2-oxocyclohexane carboxylate
1655-07-8

ethyl 2-oxocyclohexane carboxylate

Olivetol
500-66-3

Olivetol

1-hydroxy-3-pentyl-7,8,9,10-tetrahydro-benzo[c]chromen-6-one
40683-93-0

1-hydroxy-3-pentyl-7,8,9,10-tetrahydro-benzo[c]chromen-6-one

Conditions
ConditionsYield
Stage #1: ethyl 2-oxocyclohexane carboxylate; Olivetol With trichlorophosphate In toluene at 20℃; for 38h;
Stage #2: With water In toluene for 0.5h;
82%
With trichlorophosphate; benzene
With sulfuric acid
Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.333333h; Inert atmosphere; diastereoselective reaction;82%
Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 20℃; for 0.5h; Inert atmosphere; diastereoselective reaction;82%
Geraniol
106-24-1

Geraniol

Olivetol
500-66-3

Olivetol

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol
25654-31-3

2-[(2E)-3,7-dimethylocta-2,6-dienyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 20℃; for 12h; Darkness;80%
With toluene-4-sulfonic acid In chloroform at 20℃; for 12h; Darkness;39.9%
With toluene-4-sulfonic acid In chloroform at 20℃; for 12h; Darkness;39.9%
4-Methylbenzyl bromide
104-81-4

4-Methylbenzyl bromide

Olivetol
500-66-3

Olivetol

C19H24O2

C19H24O2

Conditions
ConditionsYield
With potassium carbonate In acetone at 20 - 50℃;80%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

Olivetol
500-66-3

Olivetol

5-Pentyl-O,O'-bis(4,6-dichlor-1,3,5-triazin-2-yl)-resorcin
205182-16-7

5-Pentyl-O,O'-bis(4,6-dichlor-1,3,5-triazin-2-yl)-resorcin

Conditions
ConditionsYield
With 2,3,5-trimethyl-pyridine In acetone at 0℃; for 2h;79.8%
(3S,4S)-p-menth-1-ene-3,8-diol
119678-35-2

(3S,4S)-p-menth-1-ene-3,8-diol

Olivetol
500-66-3

Olivetol

2-[(1S,6S)-6-(1-Hydroxy-1-methyl-ethyl)-3-methyl-cyclohex-2-enyl]-5-pentyl-benzene-1,3-diol
190083-64-8

2-[(1S,6S)-6-(1-Hydroxy-1-methyl-ethyl)-3-methyl-cyclohex-2-enyl]-5-pentyl-benzene-1,3-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 7h;79%
With toluene-4-sulfonic acid In dichloromethane at 0℃; for 7h; Alkylation;79%
pyridine-2-sulfonyl chloride
66715-65-9

pyridine-2-sulfonyl chloride

4-Methylbenzyl bromide
104-81-4

4-Methylbenzyl bromide

Olivetol
500-66-3

Olivetol

3-((4-Methylbenzyl)oxy)-5-pentylphenyl pyridine-2-sulfonate

3-((4-Methylbenzyl)oxy)-5-pentylphenyl pyridine-2-sulfonate

Conditions
ConditionsYield
Stage #1: Olivetol With potassium carbonate In acetone at 20℃; for 0.5h;
Stage #2: 4-Methylbenzyl bromide In acetone at 50℃;
Stage #3: pyridine-2-sulfonyl chloride Further stages;
78%

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