Trifluoroacetic acid → HCID 12132299, compound

HRID 1986122Notes

Reaction equation

HRID 1986122 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][O:10][C:11]1[CH:16]=[CH:15][C:14]([C:17](=[O:27])[CH2:18][CH2:19][C:20]([O:22]C(C)(C)C)=[O:21])=[CH:13][CH:12]=1.FC(F)(F)C(O)=O>ClCCl>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[CH2:8][CH2:9][O:10][C:11]1[CH:12]=[CH:13][C:14]([C:17](=[O:27])[CH2:18][CH2:19][C:20]([OH:22])=[O:21])=[CH:15][CH:16]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 21964544tert-Butyl 4-(4-(2-(2-Fluorophenyl)ethoxy)phenyl)-4-oxobutyrate

Product 1

HCID 12132299HCID 12132299, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of tert-Butyl 4-(4-(2-(2-Fluorophenyl)ethoxy)phenyl)-4-oxobutyrate (Step 2, 1.2 g, 3.2 mmol) in dichloromethane (25 ml) was treated with trifluoroacetic acid (10 ml). The reaction mixture was stirred at ambient temperature for 4 hours and concentrated in vacuo. The purification was done by flash chromatography on silica gel column (chloroform:methanol, 95:5 spiked with acetic acid) to provide the title compound as a white solid.

Workup

  1. concentrationconcentrated in vacuo
  2. customThe purification

Sources & evidence

ORD record
ord-f7b456e3aa0745aaa3964604a824be42
Source dataset
uspto-grants-2009_06
Patent number
US07547802B2

Reaction notes

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