HCID 67200163, compound → HCID 67198011, compound

HRID 551655Notes

Reaction equation

HRID 551655 reaction equation
[OH:1][CH:2]([CH:8]([CH:12]1[CH2:16][CH2:15][CH2:14][CH2:13]1)[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]1[CH2:13][CH2:14][CH2:15][CH2:16]1)[CH2:9][CH:10]=[CH2:11])[CH2:3][C:4]([OH:6])=[O:5]

Participants

3

Reactant 1

HCID 67200163HCID 67200163, compound

Product 1

HCID 67198011HCID 67198011, compound

Reagents, catalysts & solvents 1

HCID 23689386Potassium hydroxide methanolSolvent

Procedure

Methyl 3-hydroxy-4-cyclopentylhept-6-enoate (4.00 g, 17.7 mmol) was dissolved in a 2 N potassium hydroxide-methanol solution (53 mL), and the solution was stirred at room temperature for 1.5 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. 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 (4.00 g (including the residual solvent)).

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 (4.00 g (

Sources & evidence

ORD record
ord-7b26738204774eb081cb7a2bf27fe41c
Source dataset
uspto-grants-2011_05
Patent number
US07947738B2

Reaction notes

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