Hydrogen Bromide → Citalopram Hydrobromide

HRID 988839Notes

Reaction equation

HRID 988839 reaction equation
[BrH:1].[CH3:2][N:3]([CH2:5][CH2:6][CH2:7][C:8]1([C:19]2[CH:20]=[CH:21][C:22]([F:25])=[CH:23][CH:24]=2)[O:16][CH2:15][C:14]2[CH:13]=[C:12]([C:17]#[N:18])[CH:11]=[CH:10][C:9]1=2)[CH3:4]>C(OCC)(=O)C>[CH3:2][N:3]([CH2:5][CH2:6][CH2:7][C:8]1([C:19]2[CH:24]=[CH:23][C:22]([F:25])=[CH:21][CH:20]=2)[O:16][CH2:15][C:14]2[CH:13]=[C:12]([C:17]#[N:18])[CH:11]=[CH:10][C:9]1=2)[CH3:4].[BrH:1]

Participants

4

Reactant 2

HCID 260Hydrogen BromideHCID 2771Citalopram

Product 1

HCID 77995Citalopram HydrobromideYield 90%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Conditions

Temperature
7.5 °C

Procedure

A total of 8.2 g of 62% hydrobromic acid is added to a solution of 20 g of citalopram in 120 ml of ethyl acetate. The mixture is cooled to 5-10° C. and left to crystallise. The crystals formed are filtered off and dried. A total of 22.5 g (yield: 90%) of citalopram hydrobromide are obtained.

Workup

  1. waitleft
  2. customto crystallise
  3. customThe crystals formed
  4. filtrationare filtered off
  5. customdried

Sources & evidence

ORD record
ord-e91ce76d2b7b4f0ba9bdd96d091b1479
Source dataset
uspto-grants-2003_10
Patent number
US06635773B2

Reaction notes

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