Sodium Hydroxide → HCID 15070141, compound

HRID 2081319Notes

Reaction equation

HRID 2081319 reaction equation
C([O:3][C:4](=[O:29])[CH2:5][CH2:6][CH2:7][O:8][C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=1/[CH:15]=[CH:16]\[CH:17]=[CH:18]\[CH:19]([OH:28])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])C.[OH-].[Na+]>CO>[OH:28][CH:19]([CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH2:26][CH3:27])/[CH:18]=[CH:17]/[CH:16]=[CH:15]\[C:10]1[CH:11]=[CH:12][CH:13]=[CH:14][C:9]=1[O:8][CH2:7][CH2:6][CH2:5][C:4]([OH:29])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 15070125HCID 15070125, compound

Product 1

HCID 15070141HCID 15070141, compoundYield 98.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Under the conditions of example 9, a solution of 60 mg of 4-[2-[(1Z,3E)-(5RS)-5-hydroxy-1,3-tridecadienyl]-phenoxy]-butyric acid ethyl ester in 5 ml of methanol and 2 ml of 0.5 n sodium hydroxide solution is saponified, worked up and chromatographed on silica gel with n-hexane/ethyl acetate=98/2. 55 mg of the title compound is obtained as a colorless oil.

Workup

  1. customchromatographed on silica gel with n-hexane/ethyl acetate=98/2

Sources & evidence

ORD record
ord-99fe7c29ba8a4a639191d03e076b5b31
Source dataset
uspto-grants-1993_02
Patent number
US05183925

Reaction notes

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