HCID 53855559, compound → HCID 54510275, compound

HRID 1953361Notes

Reaction equation

HRID 1953361 reaction equation
[F:1][C:2]([F:32])([F:31])[C@H:3]([O:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:22]=[CH:21][C:20]([O:23]CC3C=CC=CC=3)=[CH:19][CH:18]=2)=[CH:13][CH:12]=1)=[O:10])[CH2:4][CH2:5][O:6][CH3:7].[H][H]>[Pd].C1COCC1>[F:1][C:2]([F:31])([F:32])[C@H:3]([O:8][C:9]([C:11]1[CH:16]=[CH:15][C:14]([C:17]2[CH:18]=[CH:19][C:20]([OH:23])=[CH:21][CH:22]=2)=[CH:13][CH:12]=1)=[O:10])[CH2:4][CH2:5][O:6][CH3:7]

Participants

5

Reactant 2

HCID 53855559HCID 53855559, compoundHCID 178418361HCID 178418361, compound2×

Product 1

HCID 54510275HCID 54510275, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 2.93 g (6.60 mmol) of the 4'-benzyloxy-4-biphenylcarboxylic acid (R)-1-trifluoromethyl-3-methoxypropyl ester obtained in the second stage and 0.4 g of 5% palladium/carbon as catalyst was added to 50 ml of THF. The solution was placed in a hydrogen atmosphere, using a hydrogen baloon, and was stirred at room temperature overnight. After filtering out the catalyst and concentrating the filtrate, there was obtained approximately quantitatively 4'-hydroxy-4-biphenylcarboxylic acid (R)-1-trifluoromethyl-3-methoxypropyl ester.

Workup

  1. filtrationAfter filtering out the catalyst
  2. concentrationconcentrating the filtrate

Sources & evidence

ORD record
ord-7b4230c59160496cb7e55c8611ccf527
Source dataset
uspto-grants-2000_09
Patent number
US06117359

Reaction notes

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