Trifluoroacetic acid → 3-(4-Benzyloxybutoxy)-3-o-tolylazetidine trifluoroacetate

HRID 530698Notes

Reaction equation

HRID 530698 reaction equation
[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:31])[CH2:17][N:16](C(OC(C)(C)C)=O)[CH2:15]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35]>ClCCl>[F:32][C:33]([F:38])([F:37])[C:34]([OH:36])=[O:35].[CH2:1]([O:8][CH2:9][CH2:10][CH2:11][CH2:12][O:13][C:14]1([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[CH3:31])[CH2:17][NH:16][CH2:15]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 71152233Tert-butyl 3-(4-benzyloxybutoxy)-3-o-tolylazetidine-1-carboxylate

Product 1

HCID 711523983-(4-Benzyloxybutoxy)-3-o-tolylazetidine trifluoroacetateYield 101.6%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

1.43 g (3.36 mmol) of tert-butyl 3-(4-benzyloxybutoxy)-3-o-tolylazetidine-1-carboxylate are dissolved in 10 ml of dichloromethane. 4 ml (52 mmol) of trifluoroacetic acid are added dropwise and the mixture is stirred at room temperature for 1 hour and then concentrated to dryness. 1.5 g of 3-(4-benzyloxybutoxy)-3-o-tolylazetidine trifluoroacetate are obtained in the form of a colourless oil in quantitative yield.

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-d9584405d71b44728ed1a81608613ac6
Source dataset
uspto-grants-2016_05
Patent number
US09353083B2

Reaction notes

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