Trifluoroacetic acid → HCID 15347464, compound

HRID 1077975Notes

Reaction equation

HRID 1077975 reaction equation
C(O)(C1C=CC=CC=1)C1C=CC=CC=1.[Br:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH:25][C:26]2[CH:41]=[C:40]([C:42]([F:45])([F:44])[F:43])[CH:39]=[CH:38][C:27]=2[O:28][C:29]2[CH:37]=[CH:36][CH:35]=[CH:34][C:30]=2[C:31]([O-:33])=[O:32])(=[O:24])=[O:23])=[CH:18][CH:17]=1.FC(F)(F)C(O)=O>C(Cl)Cl>[Br:15][C:16]1[CH:21]=[CH:20][C:19]([S:22]([NH:25][C:26]2[CH:41]=[C:40]([C:42]([F:45])([F:43])[F:44])[CH:39]=[CH:38][C:27]=2[O:28][C:29]2[CH:37]=[CH:36][CH:35]=[CH:34][C:30]=2[C:31]([OH:33])=[O:32])(=[O:24])=[O:23])=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 131719490HCID 131719490, compound

Product 1

HCID 15347464HCID 15347464, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Benzhydrol 2-[2-(4-bromophenylsulfonamido)-4-trifluoromethylphenoxy]benzoate was dissolved in methylene chloride (5 mL) and stirred under argon at 0° C. Trifluoroacetic acid (5 mL) was added and the mixture was stirred in an ice bath for ten minutes. The solvents were evaporated and the residue was purified by flash chromatography (silica gel, ethyl acetate/hexane/formic acid). Recrystallization from ethyl acetate/hexane gave the title compound; mp 167°-168° C.

Workup

  1. stirringthe mixture was stirred in an ice bath for ten minutes
  2. customThe solvents were evaporated
  3. customthe residue was purified by flash chromatography (silica gel, ethyl acetate/hexane/formic acid)
  4. customRecrystallization from ethyl acetate/hexane

Sources & evidence

ORD record
ord-15c3cf8341f64c7ab6d6fb1103bbee09
Source dataset
uspto-grants-1996_08
Patent number
US05545669

Reaction notes

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