Hydrochloric Acid → HCID 9923202, compound

HRID 1375133Notes

Reaction equation

HRID 1375133 reaction equation
C([O:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]1[C:22]([CH3:24])([CH3:23])[CH2:21][CH2:20][C:19](=[O:25])[C:18]=1[CH3:26])(=O)C.C([O-])([O-])=O.[K+].[K+].Cl>CO.O>[OH:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][C:17]1[C:22]([CH3:23])([CH3:24])[CH2:21][CH2:20][C:19](=[O:25])[C:18]=1[CH3:26]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 21999132HCID 21999132, compound

Product 1

HCID 9923202HCID 9923202, compoundYield 80.5%

Reagents, catalysts & solvents 2

HCID 962WaterCatalystHCID 887MethanolSolvent

Procedure

To a solution of 3-(12-acetoxydodecyl)-2,4,4-trimethyl-2-cyclohexene-1-one (132 mg) in dry methanol (8 ml) was added water (3 drops) and K2CO3(74 mg). After stirring at room temperature for 2.5 hours the solution was neutralized at pH 7 with HCl 5%, extracted with ether, dried with MgSO4 and distilled off under reduced pressure. The residue was purified by chromatography over silica gel to give 3-(12-hydroxydodecyl)-2,4,4-trimethyl-2-cyclohexene-1-one as a colorless oil (94 mg). TLC: (hexane-AcOEt: 7-3) Rf=0.2

Workup

  1. extractionextracted with ether
  2. dry with materialdried with MgSO4
  3. distillationdistilled off under reduced pressure
  4. customThe residue was purified by chromatography over silica gel

Sources & evidence

ORD record
ord-d79c94766ed945f1acc91da15be24617
Source dataset
uspto-grants-2007_01
Patent number
US07166642B1

Reaction notes

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