HCID 67794837, compound → HCID 67796793, compound

HRID 1707294Notes

Reaction equation

HRID 1707294 reaction equation
C[O:2][C:3](=[O:36])[CH2:4][CH2:5][CH2:6][C:7]([C:9]1[CH:14]=[CH:13][C:12]([O:15][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]/[C:22]2[CH:27]=[CH:26][C:25]([O:28][CH3:29])=[CH:24][CH:23]=2)=[C:11]([CH2:30][CH2:31][C:32]([O:34]C)=[O:33])[CH:10]=1)=[O:8]>CO.[OH-].[Na+]>[C:32]([CH2:31][CH2:30][C:11]1[CH:10]=[C:9]([C:7](=[O:8])[CH2:6][CH2:5][CH2:4][C:3]([OH:36])=[O:2])[CH:14]=[CH:13][C:12]=1[O:15][CH2:16][CH2:17][CH2:18][CH2:19]/[CH:20]=[CH:21]/[C:22]1[CH:23]=[CH:24][C:25]([O:28][CH3:29])=[CH:26][CH:27]=1)([OH:34])=[O:33]

Participants

4

Reactant 1

HCID 67794837HCID 67794837, compound

Product 1

HCID 67796793HCID 67796793, compoundYield 72.1%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14798Sodium HydroxideSolvent

Procedure

A solution of 400 mg of 5-[3-(2-methoxycarbonylethyl)-4-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-phenyl]-5-oxo-pentanoic acid methyl ester in 33 ml of methanol and 13 ml of in sodium hydroxide solution is stirred for 16 hours at room temperature. The methanol is distilled off in a vacuum, the alkaline solution is acidified with in hydrochloric acid to pH 1, shaken out with ethyl acetate, the organic phase is dried on sodium sulfate and concentrated by evaporation. 272 mg of the title compound of the melting point of 113°-114° is obtained.

Workup

  1. distillationThe methanol is distilled off in a vacuum
  2. customthe organic phase is dried on sodium sulfate
  3. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-f50f2aa0981546be915e468895e07769
Source dataset
uspto-grants-1994_10
Patent number
US05352701

Reaction notes

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