HCID 86646138, compound → HCID 86646137, compound

HRID 551646Notes

Reaction equation

HRID 551646 reaction equation
[OH:1][CH:2]([CH:8]([CH:12]([CH2:14][CH3:15])[CH3:13])[CH2:9][CH:10]=[CH2:11])[CH2:3][C:4]([O:6]C)=[O:5]>[OH-].[K+].CO>[OH:1][CH:2]([CH:8]([CH:12]([CH2:14][CH3:15])[CH3:13])[CH2:9][CH:10]=[CH2:11])[CH2:3][C:4]([OH:6])=[O:5]

Participants

3

Reactant 1

HCID 86646138HCID 86646138, compound

Product 1

HCID 86646137HCID 86646137, compound

Reagents, catalysts & solvents 1

HCID 23689386Potassium hydroxide methanolSolvent

Procedure

Methyl 3-hydroxy-4-sec-butylhept-6-enoate (14.40 g, 67.2 mmol) was dissolved in a 2 N potassium hydroxide-methanol solution (200 mL), and the solution was stirred at room temperature for 13.5 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 yellow oil substance (12.70 g, 94%).

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 yellow oil substance (12.70 g, 94%)

Sources & evidence

ORD record
ord-ec4cd9a667714145b3060eef2d1f9c48
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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