Sodium borohydride → HCID 86748169, compound

HRID 1707301Notes

Reaction equation

HRID 1707301 reaction equation
[C:1]([C:4]1[CH:5]=[C:6]([CH:35]=[CH:36][CH:37]=1)[C:7]([C:9]1[CH:10]=[CH:11][C:12]([O:20][CH2:21][CH2:22][CH2:23][CH2:24]/[CH:25]=[CH:26]/[C:27]2[CH:32]=[CH:31][C:30]([O:33][CH3:34])=[CH:29][CH:28]=2)=[C:13]([CH:19]=1)[O:14][CH2:15][C:16]([OH:18])=[O:17])=[O:8])([OH:3])=[O:2].[BH4-].[Na+]>O1CCOCC1.O>[C:1]([C:4]1[CH:5]=[C:6]([CH:7]([C:9]2[CH:10]=[CH:11][C:12]([O:20][CH2:21][CH2:22][CH2:23][CH2:24]/[CH:25]=[CH:26]/[C:27]3[CH:28]=[CH:29][C:30]([O:33][CH3:34])=[CH:31][CH:32]=3)=[C:13]([CH:19]=2)[O:14][CH2:15][C:16]([OH:18])=[O:17])[OH:8])[CH:35]=[CH:36][CH:37]=1)([OH:3])=[O:2]

Participants

5

Reactant 2

HCID 4311764Sodium borohydrideHCID 67849536HCID 67849536, compound

Product 1

HCID 86748169HCID 86748169, compoundYield 89.6%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 312751,4-DioxaneSolvent

Procedure

Under the conditions of example 5A, 100 mg of 5-(3-carboxybenzoyl)-2-[6-(4-methoxyphenyl)-(5E)-5-hexenyloxy]-phenoxy acetic acid is reacted with 31 mg of sodium borohydride in 5 ml of dioxane and 0.5 ml of water and worked up (>pH 3-4). 90 mg of the title compound is obtained as colorless oil.

Sources & evidence

ORD record
ord-cd6cc7e13432492c922583056a4093a0
Source dataset
uspto-grants-1994_10
Patent number
US05352701

Reaction notes

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