Trifluoroacetic acid → 3-Methoxyazetidine 2,2,2-trifluoroacetate

HRID 899256Notes

Reaction equation

HRID 899256 reaction equation
[CH3:1][O:2][CH:3]1[CH2:6][N:5](C(OC(C)(C)C)=O)[CH2:4]1.[F:14][C:15]([F:20])([F:19])[C:16]([OH:18])=[O:17]>ClCCl>[F:14][C:15]([F:20])([F:19])[C:16]([OH:18])=[O:17].[CH3:1][O:2][CH:3]1[CH2:6][NH:5][CH2:4]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 22243050tert-Butyl 3-methoxyazetidine-1-carboxylate

Product 1

HCID 668477743-Methoxyazetidine 2,2,2-trifluoroacetate

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of tert-butyl 3-methoxyazetidine-1-carboxylate (step 1, 110 mg, 0.57 mmol) in dichloromethane (6.0 mL) was added trifluoroacetic acid (6.0 mL). The resulting solution was stirred at room temperature for 4 h. The volatile materials were removed under the reduced pressure to afford 120 mg (quant.) of the title compound as a highly viscous oil:

Workup

  1. customThe volatile materials were removed under the reduced pressure

Sources & evidence

ORD record
ord-a30773c213134deda3fe88e4ed8807e4
Source dataset
uspto-grants-2008_04
Patent number
US07354925B2

Reaction notes

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