Trifluoroacetic acid → 3-(4-Chloro-benzyl)-azetidinium trifluoroacetate salt

HRID 1182101Notes

Reaction equation

HRID 1182101 reaction equation
C(OC([N:8]1[CH2:11][CH:10]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][CH:14]=2)[CH2:9]1)=O)(C)(C)C.[F:20][C:21]([F:26])([F:25])[C:22]([OH:24])=[O:23]>ClCCl>[F:20][C:21]([F:26])([F:25])[C:22]([O-:24])=[O:23].[Cl:19][C:16]1[CH:15]=[CH:14][C:13]([CH2:12][CH:10]2[CH2:9][NH2+:8][CH2:11]2)=[CH:18][CH:17]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 693583843-(4-Chloro-benzyl)-azetidine-1-carboxylic acid tert-butyl ester

Product 1

HCID 693610433-(4-Chloro-benzyl)-azetidinium trifluoroacetate salt

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of 3-(4-Chloro-benzyl)-azetidine-1-carboxylic acid tert-butyl ester (1.61 g, 5.71 mmol) in dichloromethane (20 ml) is treated with trifluoroacetic acid (20 ml) and stirred at ambient temperature for 1 hour. The reaction mixture is evaporated and then re-suspended in toluene and evaporated to dryness to afford 3-(4-Chloro-benzyl)-azetidinium trifluoroacetate salt. [MH]+ of free base 182.12.

Workup

  1. customThe reaction mixture is evaporated
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-009b6f6803a84f88bd397eac1dbc71e7
Source dataset
uspto-grants-2007_10
Patent number
US07288537B2

Reaction notes

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