Trifluoroacetic acid → HCID 178482764, compound

HRID 2209805Notes

Reaction equation

HRID 2209805 reaction equation
C(O[C:6]([N:8]([C@H:10]1[CH2:15][CH2:14][C@H:13]([C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH2:23][CH2:24][OH:25])=[CH:18][C:17]=2[CH2:26][NH:27][CH3:28])[CH2:12][CH2:11]1)C)=O)(C)(C)C.FC(F)(F)C(O)=O.[OH-].[Na+]>C(Cl)Cl>[OH:25][CH2:24][CH2:23][CH2:22][C:19]1[CH:20]=[CH:21][C:16]([C@H:13]2[CH2:14][CH2:15][C@H:10]([NH:8][CH3:6])[CH2:11][CH2:12]2)=[C:17]([CH2:26][NH:27][CH3:28])[CH:18]=1

Participants

5

Reactant 3

HCID 6422Trifluoroacetic acidHCID 14798Sodium HydroxideHCID 178482769HCID 178482769, compound

Product 1

HCID 178482764HCID 178482764, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

7.1 g of trans-N-tert.butoxycarbonyl-N-methyl-4-[4-(3-hydroxypropyl)methylaminomethylphenyl]cyclohexylamine are combined with 20 ml of trifluoroacetic acid in 150 ml of methylene chloride at ambient temperature. After 2 hours, ice and 6N sodium hydroxide solution are added, the organic phase is separated off, washed, dried and evaporated down. After the residue has been recrystallised from ether, 3.1 g of the title compound are obtained, melting point 144°-146° C.

Workup

  1. customthe organic phase is separated off
  2. washwashed
  3. customdried
  4. customevaporated down
  5. customAfter the residue has been recrystallised from ether, 3.1 g of the title compound
  6. customare obtained

Sources & evidence

ORD record
ord-c7edd6a2549f4665ad79763c1281676a
Source dataset
uspto-grants-1995_10
Patent number
US05455273

Reaction notes

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