Trifluoroacetic acid → 1-(4-Cyclopentylphenyl)cyclopropanecarboxylic acid

HRID 557844Notes

Reaction equation

HRID 557844 reaction equation
O[C:2]1([C:7]2[CH:12]=[CH:11][C:10]([C:13]3([C:16]([OH:18])=[O:17])[CH2:15][CH2:14]3)=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3]1.C([SiH](CC)CC)C.C(O)(C(F)(F)F)=O>>[CH:2]1([C:7]2[CH:8]=[CH:9][C:10]([C:13]3([C:16]([OH:18])=[O:17])[CH2:14][CH2:15]3)=[CH:11][CH:12]=2)[CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 3

HCID 6422Trifluoroacetic acidHCID 12052TriethylsilaneHCID 666623161-[4-(1-Hydroxycyclopentyl)phenyl]cyclopropanecarboxylic acid

Product 1

HCID 666616251-(4-Cyclopentylphenyl)cyclopropanecarboxylic acid

Procedure

The mixture of 1-[4-(1-hydroxycyclopentyl)phenyl]cyclopropanecarboxylic acid (120 mg, 0.00049 mol), triethylsilane (389 μL, 0.00244 mol) and TFA 0.3 mL was stirred at r.t. overnight. The mixture was concentrated to afford desired product. MS (ESI): 231.1 (M+H+).

Workup

  1. concentrationThe mixture was concentrated

Sources & evidence

ORD record
ord-53f913918f824ef9b37e8536b6f90ead
Source dataset
uspto-grants-2011_11
Patent number
US08058288B2

Reaction notes

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