Trifluoroacetic acid → 4-(4-Fluorophenyl)-1-[2-(piperidin-4-yl)-ethenylsulphonyl]-piperazine

HRID 895380Notes

Reaction equation

HRID 895380 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14]([CH:17]=[CH:18][CH:19]3[CH2:24][CH2:23][N:22](C(OC(C)(C)C)=O)[CH2:21][CH2:20]3)(=[O:16])=[O:15])[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.FC(F)(F)C(O)=O>>[F:1][C:2]1[CH:3]=[CH:4][C:5]([N:8]2[CH2:13][CH2:12][N:11]([S:14]([CH:17]=[CH:18][CH:19]3[CH2:24][CH2:23][NH:22][CH2:21][CH2:20]3)(=[O:15])=[O:16])[CH2:10][CH2:9]2)=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 541807894-(4-Fluorophenyl)-1-[2-(1-t-butoxycarbonylpiperidin-4-yl)-ethenylsulphonyl]-piperazine

Product 1

HCID 541755954-(4-Fluorophenyl)-1-[2-(piperidin-4-yl)-ethenylsulphonyl]-piperazine

Procedure

A mixture of 4-(4-fluorophenyl)-1-[2-(1-t-butoxycarbonylpiperidin-4-yl)-ethenylsulphonyl]-piperazine (1.96 g) and trifluoroacetic acid (5 ml) was stirred at ambient temperature for 5 hours. The mixture was evaporated to dryness, diluted with water, basified with aqueous 2M sodium hydroxide and extracted with ethyl acetate (2×20 ml). Removal of the solvent gave 4-(4-fluorophenyl)-1-[2-(piperidin-4-yl)-ethenylsulphonyl]-piperazine.

Workup

  1. customThe mixture was evaporated to dryness
  2. additiondiluted with water
  3. extractionextracted with ethyl acetate (2×20 ml)
  4. customRemoval of the solvent

Sources & evidence

ORD record
ord-9116ccec7b9e4abb8691278da685c23c
Source dataset
uspto-grants-2005_07
Patent number
US06916817B1

Reaction notes

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