Trifluoroacetic acid → HCID 23136295, compound

HRID 1678603Notes

Reaction equation

HRID 1678603 reaction equation
C([O:5][C:6](=[O:31])[CH2:7][O:8][C:9]1[CH:10]=[C:11]([CH:28]=[CH:29][CH:30]=1)[CH2:12][O:13][C:14]1[CH:19]=[CH:18][C:17]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:16][C:15]=1[F:27])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH2:25]([O:24][C:22](=[O:23])[CH2:21][CH2:20][C:17]1[CH:18]=[CH:19][C:14]([O:13][CH2:12][C:11]2[CH:10]=[C:9]([CH:30]=[CH:29][CH:28]=2)[O:8][CH2:7][C:6]([OH:31])=[O:5])=[C:15]([F:27])[CH:16]=1)[CH3:26]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 23136393HCID 23136393, compound

Product 1

HCID 23136295HCID 23136295, compoundYield 72%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
50 °C

Procedure

To a solution of ethyl 3-(4-{[3-(2-tert-butoxy-2-oxoethoxy)benzyl]oxy}-3-fluorophenyl)propanoate (0.43 g, 0.98 mmoL) in dichloromethane (15 mL) was added trifluoroacetic acid (1.1 g, 9.80 mmoL), and the mixture was stirred at 50° C. for, 1 hour. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=9:1) to give the title compound (0.26 g, yield 72%) as white powders.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe resulting residue was purified with silica gel column chromatography (hexane/ethyl acetate=9:1)

Sources & evidence

ORD record
ord-7ea86740b165401da49b8539fe5c8c57
Source dataset
uspto-grants-2011_08
Patent number
US08008525B2

Reaction notes

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