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861892-40-2

Basic Information
CAS No.: 861892-40-2
Name: (4R)-1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL
Article Data: 9
Molecular Structure:
Molecular Structure of 861892-40-2 ((4R)-1-METHYL-4-(1-METHYLETHENYL)-2-CYCLOHEXEN-1-OL)
Formula: C10H16 O
Molecular Weight: 152.236
Synonyms: (4R)-1-Methyl-4-isopropenylcyclohex-2-en-1-ol
Density: 0.947±0.06 g/cm3(Predicted)
Boiling Point: 216.9±40.0 °C(Predicted)
PSA: 20.23000
LogP: 2.27970
Synthetic route
1195-92-2

(4R)-limonene 1,2-epoxide

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

Conditions
ConditionsYield
Stage #1: (4R)-limonene 1,2-epoxide With sodium tetrahydroborate; diphenyl diselenide In ethanol for 2h; Heating;
Stage #2: With dihydrogen peroxide In tetrahydrofuran for 2h; Heating;
52%
Stage #1: (4R)-limonene 1,2-epoxide With sodium tetrahydroborate; ethanol; diphenyl diselenide at 0℃; Reflux; Inert atmosphere;
Stage #2: With dihydrogen peroxide In tetrahydrofuran; water at 0℃; Reflux;
52%
Stage #1: (4R)-limonene 1,2-epoxide With sodium tetrahydroborate; diphenyl diselenide at 0℃;
Stage #2: With dihydrogen peroxide at 0℃; Further stages.;
28%
5989-27-5

D-limonene

A

7632-16-8

(2S,4S)-carveol

B

2102-58-1

(+)-trans-carveol

C

57717-97-2

(R)-Perillyl alcohol

D

216655-62-8

(5S)-2-methylene-5-(prop-1-en-2-yl)cyclohexanol

E

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

Conditions
ConditionsYield
Stage #1: D-limonene With C48H42N2O4S5 In acetonitrile for 0.5h; Irradiation;
Stage #2: With sodium tetrahydroborate In ethanol at 0℃; Darkness;
Stage #3: With water In ethanol
5989-27-5

D-limonene

A

99-48-9

5-Isopropenyl-2-methyl-cyclohex-2-enol

B

216655-61-7

(5R)-2-methylene-5-(1-methylethenyl)-1-cyclohexanol

C

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

Conditions
ConditionsYield
Stage #1: D-limonene With sodium molybdate dihydrate; dihydrogen peroxide; sodium hydroxide In methanol; water for 0.583333h; pH=10; Heating;
Stage #2: With sodium sulfite In methanol; water at 60℃; for 3h; Reagent/catalyst;
124-38-9

carbon dioxide

4680-24-4

cis-(R)-limonene oxide

A

308363-12-4

L-carveol

B

116499-64-0

(R)-dihydrocarvone

C

185329-56-0

1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol

D

216655-61-7

(5R)-2-methylene-5-(1-methylethenyl)-1-cyclohexanol

E

C11H16O3

F

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

Conditions
ConditionsYield
With tetrabutylammomium bromide; 3C25H54N(1+)*O24PW4(3-) In neat (no solvent) at 140℃; for 24h; Reagent/catalyst; High pressure; Autoclave;
124-38-9

carbon dioxide

6909-30-4

(1S,2R,4R)-limonene-1,2-epoxide

A

308363-12-4

L-carveol

B

185329-56-0

1-methyl-4-(1-methylethenyl)-1,2-cyclohexanediol

C

216655-61-7

(5R)-2-methylene-5-(1-methylethenyl)-1-cyclohexanol

D

(R)-(+)-limonene carbonate

E

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

Conditions
ConditionsYield
With tetrabutylammomium bromide; 3C25H54N(1+)*O24PW4(3-) In neat (no solvent) at 140℃; for 24h; Reagent/catalyst; High pressure; Autoclave;
22930-09-2

2-(3,5-dihydroxyphenyl)-2-methylhexane

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

22663-41-8

(6aR,10aR)-6,6,9-trimethyl-3-(2-methylhexan-2-yl)-6a,7,10,10a-tetrahydro-6H-benzo[c]chromen-1-ol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In toluene at 20 - 80℃; for 7h; Dean-Stark;85.5%
With toluene-4-sulfonic acid In benzene for 12h; Reflux;
861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

487578-68-7

5-(1-hexylcyclopentyl)resorcinol

1025965-31-4

5-(1-Hexyl-cyclopentyl)-2-((1R,6R)-6-isopropenyl-3-methyl-cyclohex-2-enyl)-benzene-1,3-diol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene at 10 - 20℃; for 1h;85%
60526-91-2

5-(1-adamantanyl)resorcinol

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

AM411

Conditions
ConditionsYield
With toluene-4-sulfonic acid In chloroform at 65℃; for 6h;84%
58016-28-7

methyl 2,4-dihydroxy-6-pentylbenzoate

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

55658-71-4

methyl (1'R,2'R)-2,6-dihydroxy-5'-methyl-4-pentyl-2'-(prop-1 -en-2- yl)-1',2',3',4'-tetrahydro-[1,1'-biphenyl]-3-carboxylate

Conditions
ConditionsYield
Stage #1: methyl 2,6-dihydroxy-6-pentylbenzoate; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol With boron trifluoride diethyl etherate In chlorobenzene at 22℃;
Stage #2: With sodium hydrogencarbonate In chlorobenzene at 20℃; for 0.333333h;
70%
With boron trifluoride diethyl etherate In chlorobenzene at 20℃; for 1h; Reagent/catalyst; Temperature; Solvent;70%
Stage #1: methyl 2,6-dihydroxy-6-pentylbenzoate; (4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol With boron trifluoride diethyl etherate In chlorobenzene at 22℃; Flow reactor;
Stage #2: With sodium hydrogencarbonate In chlorobenzene at 22℃; for 0.333333h;
With boron trifluoride diethyl etherate In chlorobenzene at 20℃; for 1h; Solvent;
160512-71-0

5-(8-bromo-2-methyloctan-2-yl)benzene-1,3-diol

861892-40-2

(4R)-1-methyl-4-(prop-1-en-2-yl)cyclohex-2-en-1-ol

(-)-7′-bromo-1',1'-dimethylheptyl-Δ8-tetrahydrocannabinol

Conditions
ConditionsYield
With toluene-4-sulfonic acid In benzene for 4h; Reflux;65%
Downstream Products
1972-08-3
13956-29-1
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