Hydrochloric Acid → HCID 9819982, compound

HRID 1707288Notes

Reaction equation

HRID 1707288 reaction equation
C[O:2][C:3](=[O:27])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][C:7]=1[O:12][CH2:13][CH2:14][CH2:15][CH2:16]/[CH:17]=[CH:18]/[C:19]1[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=1.Cl.C(OCC)(=O)C>CO.[OH-].[K+]>[CH3:26][O:25][C:22]1[CH:23]=[CH:24][C:19](/[CH:18]=[CH:17]/[CH2:16][CH2:15][CH2:14][CH2:13][O:12][C:7]2[CH:8]=[CH:9][CH:10]=[CH:11][C:6]=2[CH2:5][CH2:4][C:3]([OH:27])=[O:2])=[CH:20][CH:21]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 67797294HCID 67797294, compound

Product 1

HCID 9819982HCID 9819982, compoundYield 95.6%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 14797Potassium HydroxideSolvent

Procedure

A solution of 100 mg of 3-[2-[6-(4-methoxyphenyl)-(5E)5-hexenyloxy]-phenyl]-propionic acid methyl ester in 2 ml of methanol and 2 ml of in potassium hydroxide solution is stirred for 2 1/2 hours at room temperature. The reaction mixture is acidified to pH 1 with 2 n hydrochloric acid and shaken out with ethyl acetate, the organic phase is dried on sodium sulfate and concentrated by evaporation. 92 mg of the title compound is obtained as oil.

Workup

  1. customthe organic phase is dried on sodium sulfate
  2. concentrationconcentrated by evaporation

Sources & evidence

ORD record
ord-9db43c8f69344f13a998112fc61db6a6
Source dataset
uspto-grants-1994_10
Patent number
US05352701

Reaction notes

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