1-Chloro-amitriptyline → Amitriptyline

HRID 1730101

Reaction equation

HRID 1730101 reaction equation
[CH3:1][N:2]([CH2:4][CH2:5][CH:6]=[C:7]1[C:17]2[CH:18]=[CH:19][CH:20]=[C:21](Cl)[C:16]=2[CH2:15][CH2:14][C:13]2[CH:12]=[CH:11][CH:10]=[CH:9][C:8]1=2)[CH3:3].C(O)(=O)[C@H]([C@@H](C(O)=O)O)O>C(O)C>[CH3:1][N:2]([CH2:4][CH2:5][CH:6]=[C:7]1[C:8]2[CH:9]=[CH:10][CH:11]=[CH:12][C:13]=2[CH2:14][CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]1=2)[CH3:3]

Participants

4

Reactant 2

HCID 1036961-Chloro-amitriptylineHCID 439655D-Tartaric acid

Product 1

HCID 2160Amitriptyline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1-Chloro-amitriptyline (196 mg) in 3 ml. absolute ethanol was added to an ethanolic solution of 1.1 eq. d-tartaric acid and warmed for 5-10 mins. The title compound was precipitated with ethyl ether as a white powder. After purity and identification checks, the overall yield from amitriptyline base was 32%.

Workup

  1. temperaturewarmed for 5-10 mins
  2. customThe title compound was precipitated with ethyl ether as a white powder

Sources & evidence

ORD record
ord-b196b6985ee74a0ebcf6527350330854
Source dataset
uspto-grants-1976_11
Patent number
US03991103

Linked notes

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