Triethylamine → HCID 21415057, compound

HRID 442479Notes

Reaction equation

HRID 442479 reaction equation
Cl.Cl.[NH2:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][C:13]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)=[O:14])[CH2:6][CH2:5]1.C(N(CC)CC)C.Cl[CH2:29][C:30]([NH:32][C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)=[O:31]>CN(C)C=O>[NH:32]([C:30]([CH2:29][NH:3][CH:4]1[CH2:9][CH2:8][N:7]([CH2:10][CH2:11][CH2:12][C:13]([C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)=[O:14])[CH2:6][CH2:5]1)=[O:31])[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1

Participants

5

Reactant 3

HCID 8471Triethylamine2×HCID 11485ChloroacetanilideHCID 227548374-Amino-1-(4-phenyl-4-oxobutyl)piperidine dihydrochloride

Product 1

HCID 21415057HCID 21415057, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4-Amino -1-(4-phenyl-4-oxobutyl) piperidine dihydrochloride (1.75g) was suspended in dimethylformamide (15 ml) containing triethylamine (3 ml) and chloroacetanilide (0.85G) added. The mixture was stirred for 48 hours and the precipitate of Et3N.HC1 filtered off. The filtrate was poured into water and the solid product filtered off and recrystallised from EtOH/H2O to give the title compound (1.35g). This was converted to the hydrochloride (1.35g) by treatment with EtOH-HC1 and Et2O, m.p. 255.1°.

Workup

  1. additionadded
  2. filtrationHC1 filtered off
  3. additionThe filtrate was poured into water
  4. filtrationthe solid product filtered off
  5. customrecrystallised from EtOH/H2O

Sources & evidence

ORD record
ord-10d16e777b1242f892b6b2ef833ada11
Source dataset
uspto-grants-1977_08
Patent number
US04045566

Reaction notes

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