Trifluoroacetic acid → HCID 21112834, compound

HRID 1767262Notes

Reaction equation

HRID 1767262 reaction equation
FC(F)(F)C(O)=O.C([O:12][C:13](=[O:42])[C:14]1[CH:19]=[C:18]([C:20]2[CH2:24][CH2:23][CH2:22][C:21]=2[C:25]2[CH:30]=[C:29]([Cl:31])[CH:28]=[CH:27][C:26]=2[O:32][CH2:33][C:34]2[CH:39]=[CH:38][C:37]([F:40])=[CH:36][CH:35]=2)[CH:17]=[CH:16][C:15]=1[CH3:41])(C)(C)C>ClCCl>[F:40][C:37]1[CH:36]=[CH:35][C:34]([CH2:33][O:32][C:26]2[CH:27]=[CH:28][C:29]([Cl:31])=[CH:30][C:25]=2[C:21]2[CH2:22][CH2:23][CH2:24][C:20]=2[C:18]2[CH:17]=[CH:16][C:15]([CH3:41])=[C:14]([CH:19]=2)[C:13]([OH:42])=[O:12])=[CH:39][CH:38]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69508100HCID 69508100, compound

Product 1

HCID 21112834HCID 21112834, compoundYield 33%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (1 ml) was added to a solution of 5-[2-(2-(4-fluorobenzyloxy)-5-chlorophenyl)cyclopent-1-enyl]-2-methylbenzoic acid t-butyl ester (60 mg 0.12 mmol) in dichloromethane (5 ml). The reaction mixture was stirred at room temperature for three hours. The solvent was evaporated, and the residue chromatographed (RP silica C18, acetonitrile/water 30:70–100:0) to give the title compound as a colourless solid 17 mg 33%.

Workup

  1. customThe solvent was evaporated
  2. customthe residue chromatographed (RP silica C18, acetonitrile/water 30:70–100:0)

Sources & evidence

ORD record
ord-04a186969fa84a64a42d9700fddd2676
Source dataset
uspto-grants-2007_06
Patent number
US07232821B2

Reaction notes

Loading…