Potassium hydroxide methanol → HCID 86646128, compound

HRID 551633Notes

Reaction equation

HRID 551633 reaction equation
[OH-].[K+].CO.[OH:5][CH:6]([CH:12]([CH:16]([CH3:18])[CH3:17])[CH2:13][CH:14]=[CH2:15])[CH2:7][C:8]([O:10]C)=[O:9]>CO>[OH:5][CH:6]([CH:12]([CH:16]([CH3:18])[CH3:17])[CH2:13][CH:14]=[CH2:15])[CH2:7][C:8]([OH:10])=[O:9]

Participants

4

Reactant 2

HCID 23689386Potassium hydroxide methanolHCID 86646129HCID 86646129, compound

Product 1

HCID 86646128HCID 86646128, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A 2 N potassium hydroxide-methanol solution (200 mL) was added to a methanol (132 mL) solution of methyl 3-hydroxy-4-isopropylhept-6-enoate (12.30 g, 61.5 mmol), and the mixture was stirred at room temperature for 13 hours. The solvent was distilled off under reduced pressure. To the residue, water and diethyl ether were then added, and the aqueous layer was neutralized with 2 N hydrochloric acid. Diethyl ether was added thereto, and the organic layer was dried over anhydrous magnesium sulfate. Then, the solvent was distilled off under reduced pressure to obtain the compound of interest as a brown oil substance (11.10 g, 97%).

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. additionTo the residue, water and diethyl ether were then added
  3. additionDiethyl ether was added
  4. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  5. distillationThen, the solvent was distilled off under reduced pressure
  6. customto obtain the compound of interest as a brown oil substance (11.10 g, 97%)

Sources & evidence

ORD record
ord-092c33650c9a4f8da79ee10bdad9dec8
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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