Trifluoroacetic acid → HCID 57708966, compound

HRID 546852Notes

Reaction equation

HRID 546852 reaction equation
FC(F)(F)C(O)=O.[CH2:8]([C:10]([C:35]1[CH:40]=[CH:39][C:38]([O:41][S:42]([C:45]([F:48])([F:47])[F:46])(=[O:44])=[O:43])=[C:37]([CH3:49])[CH:36]=1)([C:13]1[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[C:21]([O:30]COC)([C:26]([F:29])([F:28])[F:27])[C:22]([F:25])([F:24])[F:23])=[C:15]([CH3:34])[CH:14]=1)[CH2:11][CH3:12])[CH3:9]>ClCCl>[CH2:8]([C:10]([C:35]1[CH:40]=[CH:39][C:38]([O:41][S:42]([C:45]([F:46])([F:47])[F:48])(=[O:44])=[O:43])=[C:37]([CH3:49])[CH:36]=1)([C:13]1[CH:18]=[CH:17][C:16](/[CH:19]=[CH:20]/[C:21]([OH:30])([C:26]([F:27])([F:28])[F:29])[C:22]([F:23])([F:24])[F:25])=[C:15]([CH3:34])[CH:14]=1)[CH2:11][CH3:12])[CH3:9]

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 57709006HCID 57709006, compound

Product 1

HCID 57708966HCID 57708966, compoundYield 99.7%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (2 mL) was added to a solution of trifluoromethanesulfonic acid 4-{1-ethyl-1-[3-methyl-4-((E)-4,4,4-trifluoro-3-methoxymethoxy-3-trifluoromethyl-1-butenyl)-phenyl]-propyl}-2-methyl-phenyl ester (Example 26-(3); 2.41 g, 3.79 mmol) in dichloromethane (20 mL) at room temperature, and the mixture was stirred for 30 minutes. Then, the reaction mixture was concentrated under reduced pressure. The resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 70:30) to give the target product as a colorless oil (2.24 g, 99%).

Workup

  1. concentrationThen, the reaction mixture was concentrated under reduced pressure
  2. customThe resulting residue was purified by silica gel chromatography (hexane:ethyl acetate=100:0 to 70:30)

Sources & evidence

ORD record
ord-95f917938e5e4f059585acdd44d92156
Source dataset
uspto-grants-2011_05
Patent number
US07935688B2

Reaction notes

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