1-Benzyloxy-3,5-dichloro-4-(3-(4-trifluoromethylbenzamido)propyloxy)benzene → 3,5-Dichloro-4-(3-(4-trifluoromethylbenzamido)propyloxy)phenol

HRID 323683Notes

Reaction equation

HRID 323683 reaction equation
C([O:8][C:9]1[CH:14]=[C:13]([Cl:15])[C:12]([O:16][CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:32])[C:22]2[CH:27]=[CH:26][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:24][CH:23]=2)=[C:11]([Cl:33])[CH:10]=1)C1C=CC=CC=1.[H][H]>C(OCC)(=O)C.[Pd]>[Cl:15][C:13]1[CH:14]=[C:9]([OH:8])[CH:10]=[C:11]([Cl:33])[C:12]=1[O:16][CH2:17][CH2:18][CH2:19][NH:20][C:21](=[O:32])[C:22]1[CH:23]=[CH:24][C:25]([C:28]([F:31])([F:30])[F:29])=[CH:26][CH:27]=1

Participants

5

Reactant 2

HCID 220068441-Benzyloxy-3,5-dichloro-4-(3-(4-trifluoromethylbenzamido)propyloxy)benzeneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 232183693,5-Dichloro-4-(3-(4-trifluoromethylbenzamido)propyloxy)phenol

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1-Benzyloxy-3,5-dichloro-4-(3-(4-trifluoromethylbenzamido)propyloxy)benzene was dissolved in ethyl acetate, which was put into a reaction vessel, and the air in the vessel was replaced with nitrogen gas. A catalytic amount of 10% palladium on carbon was added, and the nitrogen gas in the vessel was replaced with hydrogen gas, followed by vigorous stirring at room temperature for 24 hours. The hydrogen gas in the vessel was replaced with nitrogen gas, after which the reaction mixture was filtered through cerite and the filtrate was concentrated to give 3,5-dichloro-4-(3-(4-trifluoromethylbenzamido)propyloxy)phenol.

Workup

  1. customwhich was put into a reaction vessel
  2. filtrationafter which the reaction mixture was filtered through cerite and the filtrate
  3. concentrationwas concentrated

Sources & evidence

ORD record
ord-b8c44b2631434118b1f7db09c51ee15c
Source dataset
uspto-grants-2001_04
Patent number
US06214835B1

Reaction notes

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