Trifluoroacetic acid → HCID 178505742, compound

HRID 234625Notes

Reaction equation

HRID 234625 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:13][CH2:12][C@H:11]([N:14]3[CH2:19][CH2:18][N:17](C(OC(C)(C)C)=O)[CH2:16][CH2:15]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.C(O)(C(F)(F)F)=O>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]2[CH2:9][CH2:10][C@H:11]([N:14]3[CH2:15][CH2:16][NH:17][CH2:18][CH2:19]3)[CH2:12][CH2:13]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 178452339HCID 178452339, compound

Product 1

HCID 178505742HCID 178505742, compound

Procedure

This compound was prepared from trans 1,1-dimethylethyl 4-[4-(4-fluorophenyl)-1-cyclohexyl]-1-piperazine carboxylate (1.7 mmole) by treatment with TFA for 0.5 hr. The TFA was removed in vacuo and the residue dissolved in water. The solution was basified with NaOH and the basic mixture extracted with methylene chloride. The extracts were dried and concentrated in vacuo to give the product which was converted to the difumarate [95%, mp: 210° C. (dec)]. Calc'd for C16H23FN2.2C4H3O4.0.25H2O: C, 57.77%; H, 6.39%; N, 5.61%. Found: C, 57.69%; H, 6 23%; N, 5.60%.

Workup

  1. customThe TFA was removed in vacuo
  2. dissolutionthe residue dissolved in water
  3. extractionthe basic mixture extracted with methylene chloride
  4. customThe extracts were dried
  5. concentrationconcentrated in vacuo
  6. customto give the product which

Sources & evidence

ORD record
ord-82fc01b565c4455390e8bfbe1f2eace3
Source dataset
uspto-grants-1997_01
Patent number
US05595993

Reaction notes

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