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567-61-3

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567-61-3 Usage

Chemical Properties

White solid

Check Digit Verification of cas no

The CAS Registry Mumber 567-61-3 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 5,6 and 7 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 567-61:
(5*5)+(4*6)+(3*7)+(2*6)+(1*1)=83
83 % 10 = 3
So 567-61-3 is a valid CAS Registry Number.
InChI:InChI=1/C8H8O3/c1-5-3-2-4-6(9)7(5)8(10)11/h2-4,9H,1H3,(H,10,11)

567-61-3SDS

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 6-methylsalicylic acid

1.2 Other means of identification

Product number -
Other names 2-Hydroxy-6-methylbenzoic acid

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:567-61-3 SDS

567-61-3Synthetic route

2-methoxy-6-methyl-benzoic acid
6161-65-5

2-methoxy-6-methyl-benzoic acid

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Stage #1: 2-methoxy-6-methyl-benzoic acid With boron tribromide In dichloromethane at 20℃; for 14 - 20h;
Stage #2: With hydrogenchloride In dichloromethane; water Product distribution / selectivity;
100%
With piperazine In N,N-dimethyl acetamide at 150℃; for 10h; Substitution;52%
With hydrogen iodide In acetic acid
ethyl 2-hydroxy-6-methylbenzoate
6555-40-4

ethyl 2-hydroxy-6-methylbenzoate

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With sodium hydroxide at 95℃; for 2h;99%
With sodium hydroxide In ethanol Heating;95%
With sodium hydroxide for 2h; Heating;95%
2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one
438187-08-7

2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran; water Heating;99%
With potassium hydroxide In tetrahydrofuran Heating;99%
2-amino-6-methylbenzoic acid
4389-50-8

2-amino-6-methylbenzoic acid

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Stage #1: 2-amino-6-methylbenzoic acid With sulfuric acid; sodium nitrite In water at 0℃; for 0.5h;
Stage #2: In water for 0.5h; Reflux;
68%
With hydrogen bromide; sodium nitrite; copper(I) bromide In water at 90℃; Reflux;65%
Diazotization;
With sulfuric acid; sodium nitrite In water at -5 - 50℃;780 mg
With sulfuric acid; sodium nitrite In water for 1h; Reflux;
tetrachloromethane
56-23-5

tetrachloromethane

3-methyl-phenol
108-39-4

3-methyl-phenol

A

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

B

4-hydroxy-2-methylbenzoic acid
578-39-2

4-hydroxy-2-methylbenzoic acid

Conditions
ConditionsYield
With copper; β‐cyclodextrin In potassium hydroxide at 80℃; for 15h;A 58%
B 29%
basic cupric o-toluate

basic cupric o-toluate

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
In nitrobenzene Heating;9%
ortho-methylbenzoic acid
118-90-1

ortho-methylbenzoic acid

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With CuCO3*Cu(OH)24%
5-methyl-chroman-2,4-dione

5-methyl-chroman-2,4-dione

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With sodium hydroxide
2,3,5-trimethyl-chromen-4-one
859085-95-3

2,3,5-trimethyl-chromen-4-one

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Ozonolyse;
2-hydroxy-6-methylbenzaldehyde
18362-36-2

2-hydroxy-6-methylbenzaldehyde

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
bei der Kalischmelze;
With potassium hydroxide at 200℃;
With sodium hydroxide; silver nitrate for 8h; Heating;
methyl 6-methylsalicylate
33528-09-5

methyl 6-methylsalicylate

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With sodium hydroxide
2-bromo-3-methylphenol
22061-78-5

2-bromo-3-methylphenol

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With n-butyllithium; diethyl ether anschliessendes Behandeln mit CO2;
hydrangenol
480-47-7

hydrangenol

A

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

B

4-hydroxy-benzoic acid
99-96-7

4-hydroxy-benzoic acid

Conditions
ConditionsYield
Bei der Kalischmelze;
5-bromo-2-methylbenzoic acid
79669-49-1

5-bromo-2-methylbenzoic acid

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With potassium carbonate beim Schmelzen;
3-amino-4-methyl-tropolone

3-amino-4-methyl-tropolone

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With sulfuric acid; sodium nitrite anschliessendes Erwaermen;
oxalyl dichloride
79-37-8

oxalyl dichloride

1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

ethyl 2-acetyl-3-methyl-5-oxopentanoate
3400-77-9

ethyl 2-acetyl-3-methyl-5-oxopentanoate

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
(i) (cyclization), (ii) aq. NaOH; Multistep reaction;
2,4-Dihydroxy-2-methyl-6-oxo-cyclohexanecarboxylic acid tert-butyl ester
53437-09-5

2,4-Dihydroxy-2-methyl-6-oxo-cyclohexanecarboxylic acid tert-butyl ester

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With hydrogenchloride
potassium hydroxide

potassium hydroxide

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
at 300℃;
carbon disulfide
75-15-0

carbon disulfide

aluminium trichloride
7446-70-0

aluminium trichloride

oxalyl dichloride
79-37-8

oxalyl dichloride

1-methoxy-3-methyl-benzene
100-84-5

1-methoxy-3-methyl-benzene

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
anfangs unter starker Kuehlung, und Erhitzen des Reaktionsprodukts mit HCl;
1-(2-hydroxy-6-methylphenyl)-1-propanone
51451-26-4

1-(2-hydroxy-6-methylphenyl)-1-propanone

concentrated KOH-solution

concentrated KOH-solution

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

6-oxy-2-methyl-propiophenone

6-oxy-2-methyl-propiophenone

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
With potassium hydroxide
8-methylene-2-oxabicyclo[2.2.2]octane-3,5-dione

8-methylene-2-oxabicyclo[2.2.2]octane-3,5-dione

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
at 20℃; Diels-Alder reaction;
2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one
164014-40-8

2,2-dimethyl-5-trifluoromethylsulfonyloxy-4H-(1,3)benzodioxin-4-one

Me2CuLi

Me2CuLi

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: tetrahydrofuran; diethyl ether / 1.5 h / -78 - 0 °C
1.2: 85 percent / MeI / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C
2.1: 99 percent / KOH / tetrahydrofuran; H2O / Heating
View Scheme
Multi-step reaction with 2 steps
1.1: MeLi; CuI / tetrahydrofuran; diethyl ether / -78 - 0 °C
1.2: 85 percent / tetrahydrofuran; diethyl ether / 0.17 h / 0 °C
2.1: 99 percent / aq. KOH / tetrahydrofuran / Heating
View Scheme
methyl orsellinate
3187-58-4

methyl orsellinate

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 3 steps
2: Raney nickel; ethanol
3: aqueous NaOH
View Scheme
2-hydroxy-6-methyl-4-(toluene-4-sulfonyloxy)-benzoic acid methyl ester
856176-93-7

2-hydroxy-6-methyl-4-(toluene-4-sulfonyloxy)-benzoic acid methyl ester

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: Raney nickel; ethanol
2: aqueous NaOH
View Scheme
3-(3-methylphenoxy)-3-oxopropanoic acid
114223-13-1

3-(3-methylphenoxy)-3-oxopropanoic acid

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: phosphorus (V)-chloride; nitrobenzene / Erwaermen des Reaktionsgemisches mit Aluminiumchlorid
2: NaOH
View Scheme
2-methyl-6-nitrobenzoic acid
13506-76-8

2-methyl-6-nitrobenzoic acid

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1.1: palladium on activated charcoal; hydrogen / ethyl acetate / 20 °C
2.1: sulfuric acid; sodium nitrite / water / 0.5 h / 0 °C
2.2: 0.5 h / Reflux
View Scheme
Stage #1: 2-methyl-6-nitrobenzoic acid With palladium 10% on activated carbon; hydrogen In methanol at 20℃; for 12h;
Stage #2: With sulfuric acid; sodium nitrite In water at -5 - 50℃; for 2.5h; Inert atmosphere;
carbon dioxide
124-38-9

carbon dioxide

3-methyl-phenol
108-39-4

3-methyl-phenol

A

2-hydroxy-p-toluic acid
50-85-1

2-hydroxy-p-toluic acid

B

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

Conditions
ConditionsYield
Stage #1: 3-methyl-phenol With Mesitol; sodium hydride In mineral oil at 100℃; for 0.0833333h; Glovebox;
Stage #2: carbon dioxide In mineral oil at 185℃; under 760.051 Torr; for 2h; Overall yield = 88 %; Overall yield = 33.3 mg;
2-iodo-propane
75-30-9

2-iodo-propane

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

isopropyl 2-isopropoxy-6-methylbenzoate

isopropyl 2-isopropoxy-6-methylbenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 50℃;99%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

methyl 6-methylsalicylate
33528-09-5

methyl 6-methylsalicylate

Conditions
ConditionsYield
In diethyl ether at 0℃; for 2h;95%
methanol
67-56-1

methanol

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

methyl 6-methylsalicylate
33528-09-5

methyl 6-methylsalicylate

Conditions
ConditionsYield
With sulfuric acid for 27h; Heating;90%
With sulfuric acid
2,2,2-trifluoroethanol
75-89-8

2,2,2-trifluoroethanol

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

C10H9F3O3

C10H9F3O3

Conditions
ConditionsYield
With thionyl chloride for 6h; Inert atmosphere; Reflux;90%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

acetone
67-64-1

acetone

2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one
438187-08-7

2, 2, 5-trimethyl-4H-benzo[d][1,3]dioxin-4-one

Conditions
ConditionsYield
With dmap; thionyl chloride In 1,2-dimethoxyethane for 3h;89%
With dmap; thionyl chloride In 1,2-dimethoxyethane at 20℃; for 3h; Inert atmosphere;80%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

propargyl alcohol
107-19-7

propargyl alcohol

C11H10O3

C11H10O3

Conditions
ConditionsYield
With silver trifluoromethanesulfonate In acetonitrile for 10h; Reflux;83.6%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

di-tert-butylsilyl bis(trifluoromethanesulfonate)
85272-31-7

di-tert-butylsilyl bis(trifluoromethanesulfonate)

C16H24O3Si

C16H24O3Si

Conditions
ConditionsYield
With 2,6-dimethylpyridine In acetonitrile at 0 - 22℃; for 16h; Inert atmosphere;82%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

chloroacetonitrile
107-14-2

chloroacetonitrile

2-hydroxy-6-methyl-benzoic acid cyanomethyl ester
438187-09-8

2-hydroxy-6-methyl-benzoic acid cyanomethyl ester

Conditions
ConditionsYield
With triethylamine In acetone for 3h; Heating;80%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

2-Hydroxy-5-bromo-6-methylbenzoic acid
252955-18-3

2-Hydroxy-5-bromo-6-methylbenzoic acid

Conditions
ConditionsYield
With tetrafluoroboric acid diethyl ether; N-Bromosuccinimide In acetonitrile at -20 - 0℃;80%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

benzyl bromide
100-39-0

benzyl bromide

6-methyl-2-(phenylmethoxy)benzoic acid
118537-95-4

6-methyl-2-(phenylmethoxy)benzoic acid

Conditions
ConditionsYield
With sodium hydroxide; tetrabutylammomium bromide In dichloromethane Ambient temperature;79%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

methyl iodide
74-88-4

methyl iodide

methyl 2-methyl-6-methoxybenzoate
79383-44-1

methyl 2-methyl-6-methoxybenzoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 70℃; for 16h;72.8%
With potassium carbonate In N,N-dimethyl-formamide at 70℃;4.4 g
potassium cyanide

potassium cyanide

C18H23N5O6
1295471-72-5

C18H23N5O6

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

C26H29N5O8
1295471-36-1

C26H29N5O8

Conditions
ConditionsYield
Stage #1: C18H23N5O6; 2-hydroxy-6-methylbenzoic acid With pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran; dichloromethane at 20℃;
Stage #2: potassium cyanide In methanol at 20℃;
68%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide

N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide

A

(2R,3R,4aR,5R,6S,8R,8aS)-6-hydroxy-2,3-dimethoxy-8-(3-(methoxymethoxy)benzamido)-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl 2-hydroxy-6-methylbenzoate

(2R,3R,4aR,5R,6S,8R,8aS)-6-hydroxy-2,3-dimethoxy-8-(3-(methoxymethoxy)benzamido)-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl 2-hydroxy-6-methylbenzoate

B

C37H43NO13

C37H43NO13

Conditions
ConditionsYield
Stage #1: 2-hydroxy-6-methylbenzoic acid With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0℃; for 0.25h;
Stage #2: N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide In dichloromethane at 0 - 20℃; for 48h;
A 68%
B 9%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

methyllithium
917-54-4

methyllithium

2'-hydroxy-6'-methylacetophenone
41085-27-2

2'-hydroxy-6'-methylacetophenone

Conditions
ConditionsYield
In tetrahydrofuran; diethyl ether at 20 - 60℃; for 6h; Product distribution / selectivity;67%
Stage #1: 2-hydroxy-6-methylbenzoic acid; methyllithium In diethyl ether at -78 - 20℃;
Stage #2: With ammonium chloride In diethyl ether at 0℃;
51%
In tetrahydrofuran; diethyl ether for 8h; Heating; Yield given;
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

C21H31NO9

C21H31NO9

A

C29H37NO11

C29H37NO11

B

C37H43NO13

C37H43NO13

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 22℃; Inert atmosphere;A 60%
B 15%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

allyl bromide
106-95-6

allyl bromide

allyl 2-hydroxy-6-methylbenzoate

allyl 2-hydroxy-6-methylbenzoate

Conditions
ConditionsYield
With caesium carbonate In acetonitrile at 50℃;56%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

2-methyl-6-{[(2-methylphenyl)carbonyl]oxy}benzoic acid
1448618-78-7

2-methyl-6-{[(2-methylphenyl)carbonyl]oxy}benzoic acid

Conditions
ConditionsYield
Stage #1: 2-hydroxy-6-methylbenzoic acid; ortho-toluoyl chloride With pyridine In dichloromethane at 0℃; for 0.5h;
Stage #2: With dmap In dichloromethane at 20℃; for 120h;
54%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide

N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide

A

(2R,3R,4aR,5R,6S,8R,8aS)-6-hydroxy-2,3-dimethoxy-8-(3-(methoxymethoxy)benzamido)-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl 2-hydroxy-6-methylbenzoate

(2R,3R,4aR,5R,6S,8R,8aS)-6-hydroxy-2,3-dimethoxy-8-(3-(methoxymethoxy)benzamido)-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl 2-hydroxy-6-methylbenzoate

B

C29H37NO11

C29H37NO11

C

C37H43NO13

C37H43NO13

Conditions
ConditionsYield
Stage #1: 2-hydroxy-6-methylbenzoic acid With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.25h;
Stage #2: N-((2R,3R,4aS,5R,7S,8R,8aS)-7,8-dihydroxy-2,3-dimethoxy-2,3-dimethyloctahydrobenzo[b][1,4]dioxin-5-yl)-3-(methoxymethoxy)benzamide In dichloromethane at 0 - 20℃; for 48h;
A 50%
B 33%
C 6%
3,4-dihydro-β-carboline
4894-26-2

3,4-dihydro-β-carboline

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

4-methyl-7,8,13,13b-tetrahydro-5H-benzo[5',6'][1,3]oxazino[3',2':1,2]pyrido[3,4-b]indol-5-one

4-methyl-7,8,13,13b-tetrahydro-5H-benzo[5',6'][1,3]oxazino[3',2':1,2]pyrido[3,4-b]indol-5-one

Conditions
ConditionsYield
In dichloromethane at 20℃; for 12h;44.6%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

N-decanoylcysteamine
21044-09-7

N-decanoylcysteamine

C20H31NO3S

C20H31NO3S

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;35%
benzoimidazole
51-17-2

benzoimidazole

2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

1-methyl-12H-benzo[e]benzo[4,5]imidazo[2,1-b][1,3]oxazine-12-one

1-methyl-12H-benzo[e]benzo[4,5]imidazo[2,1-b][1,3]oxazine-12-one

Conditions
ConditionsYield
With pyridine; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; copper(I) bromide In para-xylene at 120℃; for 36h; Schlenk technique; Green chemistry;30%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

tert-butyl (4-aminobenzyl)carbamate
94838-55-8

tert-butyl (4-aminobenzyl)carbamate

tert-butyl (4-(6-methyl-2-hydroxybenzoyl))aminobenzylcarbamate

tert-butyl (4-(6-methyl-2-hydroxybenzoyl))aminobenzylcarbamate

Conditions
ConditionsYield
With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In tetrahydrofuran for 12h; Reflux;21%
2-hydroxy-6-methylbenzoic acid
567-61-3

2-hydroxy-6-methylbenzoic acid

(1R)-5-chloroindan-1-amine

(1R)-5-chloroindan-1-amine

C17H16ClNO2

C17H16ClNO2

Conditions
ConditionsYield
With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 12h;13%

567-61-3Relevant articles and documents

Insights into 6-Methylsalicylic Acid Bio-assembly by Using Chemical Probes

Parascandolo, James S.,Havemann, Judith,Potter, Helen K.,Huang, Fanglu,Riva, Elena,Connolly, Jack,Wilkening, Ina,Song, Lijiang,Leadlay, Peter F.,Tosin, Manuela

, p. 3463 - 3467 (2016)

Chemical probes capable of reacting with KS (ketosynthase)-bound biosynthetic intermediates were utilized for the investigation of the model type I iterative polyketide synthase 6-methylsalicylic acid synthase (6-MSAS) in vivo and in vitro. From the fermentation of fungal and bacterial 6-MSAS hosts in the presence of chain termination probes, a full range of biosynthetic intermediates was isolated and characterized for the first time. Meanwhile, in vitro studies of recombinant 6-MSA synthases with both nonhydrolyzable and hydrolyzable substrate mimics have provided additional insights into substrate recognition, providing the basis for further exploration of the enzyme catalytic activities. Chemical probes capable of reacting with KS (ketosynthase)-bound biosynthetic intermediates were utilized for the investigation of the model type I iterative polyketide synthase 6-methylsalicylic acid synthase (6-MSAS) in vivo and in vitro. From the fermentation of fungal and bacterial 6-MSAS hosts in the presence of chain termination probes, a full range of biosynthetic intermediates was isolated (see examples) and characterized.

Palladium-catalyzed ortho-C-H hydroxylation of benzoic acids

Luo, Feihua,He, Shuhua,Gou, Quan,Chen, Jinyang,Zhang, mingzhong

, (2021/10/06)

A simple Pd(OAc)2 catalyzed ortho-hydroxylation of benzoic acids using TBHP as the sole oxidant has been explored. This protocol features relatively broad substrate scope and operational simplicity. The compatibility of ortho-substituted substrates is an effective complement to the previous ortho-hydroxylation reaction.

Direct ortho-Acyloxylation of Arenes and Alkenes by Cobalt Catalysis

Lin, Cong,Chen, Zhengkai,Liu, Zhanxiang,Zhang, Yuhong

, p. 519 - 532 (2018/02/09)

An efficient protocol for the cobalt-catalyzed acyloxylation of arenes and alkenes with the assistance of an 8-aminoquinolyl auxiliary group is reported. In this transformation, benzoic acids, alkenyl acids, and aliphatic acids could be readily involved to afford structurally diverse esters. It is worth noting that the silver sulfate (Ag2SO4) oxidant is renewable and the directing group could be removed and recycled. The strategy represents the first successful example of transition metal-catalyzed acyloxylation of alkenyl carboxamides C(sp2)?H bonds with carboxylic acids. (Figure presented.).

Carboxylation of Phenols with CO2 at Atmospheric Pressure

Luo, Junfei,Preciado, Sara,Xie, Pan,Larrosa, Igor

supporting information, p. 6798 - 6802 (2016/05/11)

A convenient and efficient method for the ortho-carboxylation of phenols under atmospheric CO2 pressure has been developed. This method provides an alternative to the previously reported Kolbe-Schmitt method, which requires very high pressures of CO2. The addition of a trisubstituted phenol has proved essential for the successful carboxylation of phenols with CO2 at standard atmospheric pressure, allowing the efficient preparation of a broad variety of salicylic acids.

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