Trifluoroacetic acid → HCID 58611862, compound

HRID 2375229Notes

Reaction equation

HRID 2375229 reaction equation
C([O:5][C:6]([C:8]1([C:14]2[CH:25]=[CH:24][C:17]([C:18]([O:20][CH:21]([CH3:23])[CH3:22])=[O:19])=[CH:16][CH:15]=2)[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1)=[O:7])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[CH:21]([O:20][C:18]([C:17]1[CH:16]=[CH:15][C:14]([C:8]2([C:6]([OH:7])=[O:5])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)=[CH:25][CH:24]=1)=[O:19])([CH3:23])[CH3:22]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 58611868HCID 58611868, compound

Product 1

HCID 58611862HCID 58611862, compoundYield 92.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of isopropyl 4-[1-(tert-butoxycarbonyl)cyclohexyl]benzoate (13) (0.136 g, 0.39 mmol) in dichloromethane (1.5 ml) was added trifluoroacetic acid (0.5 ml) and the mixture was stirred at ambient temperature under argon atmosphere for 2.5 hours. The volatiles were evaporated and the residue was chromatographed on silica gel with toluene-dioxane-acetic acid (95:5:1) as eluent to give the title compound (0.105 g, 92%).

Workup

  1. customThe volatiles were evaporated
  2. customthe residue was chromatographed on silica gel with toluene-dioxane-acetic acid (95:5:1) as eluent

Sources & evidence

ORD record
ord-8aa73943fc684a53a7994b7595f38bad
Source dataset
uspto-grants-2008_12
Patent number
US07465719B2

Reaction notes

Loading…