Ammonia → 3-Methyl-1-(2-piperidinophenyl)-1-butylamine, (S)-

HRID 1857025Notes

Reaction equation

HRID 1857025 reaction equation
C([NH:4][C@H:5]([C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=1[N:16]1[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1)[CH2:6][CH:7]([CH3:9])[CH3:8])(=O)C.N>Cl>[N:16]1([C:11]2[CH:12]=[CH:13][CH:14]=[CH:15][C:10]=2[C@@H:5]([NH2:4])[CH2:6][CH:7]([CH3:8])[CH3:9])[CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 222AmmoniaHCID 10589467HCID 10589467, compound

Product 1

HCID 105146093-Methyl-1-(2-piperidinophenyl)-1-butylamine, (S)-

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

1 g (3.47 mMol) of N-acetyl-N-[(S)-1-(2-piperidino-phenyl)-3-methyl-1-butyl]-amine (melting point: 128-133° C.; ee=99.4%] are refluxed in 10 ml of concentrated hydrochloric acid for 5.5 hours, then cooled and poured into a mixture of concentrated ammonia and ice. The mixture is extracted twice with ethyl acetate, the organic phase is washed with water, dried and filtered and then evaporated down in vacuo.

Workup

  1. temperaturecooled
  2. extractionThe mixture is extracted twice with ethyl acetate
  3. washthe organic phase is washed with water
  4. customdried
  5. filtrationfiltered
  6. customevaporated down in vacuo

Sources & evidence

ORD record
ord-7179b4239b5d4f8b83a19b03878d4199
Source dataset
uspto-grants-2000_11
Patent number
US06143769

Reaction notes

Loading…