Trifluoroacetic acid → 1-(Azetidin-3-yl)ethan-1-one; trifluoroacetic acid

HRID 634007Notes

Reaction equation

HRID 634007 reaction equation
[F:1][C:2]([F:7])([F:6])[C:3]([OH:5])=[O:4].C(OC([N:15]1[CH2:18][CH:17]([C:19](=[O:21])[CH3:20])[CH2:16]1)=O)(C)(C)C>ClCCl>[OH:5][C:3]([C:2]([F:7])([F:6])[F:1])=[O:4].[NH:15]1[CH2:18][CH:17]([C:19](=[O:21])[CH3:20])[CH2:16]1

Participants

4

Reactant 2

HCID 6422Trifluoroacetic acidHCID 59841137tert-Butyl 3-acetylazetidine-1-carboxylate

Product 1

HCID 866729861-(Azetidin-3-yl)ethan-1-one; trifluoroacetic acidYield 100%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Trifluoroacetic acid (8 mL) was added to a suspension of 3-acetyl-azetidine-1-carboxylic acid tert-butyl ester (800 mg, 4.0 mmol) in dichloromethane (20 mL). The reaction mixture was stirred at room temperature for 4 hours and concentrated to dryness to afford the title product as a colorless gum (800 mg, 100%).

Workup

  1. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-7c565d0a239046d3989dba342d16dfbf
Source dataset
uspto-grants-2016_04
Patent number
US09321769B2

Reaction notes

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