Chloroacetyl chloride → 2-Chloro-1-(2-(trifluoromethyl)pyrrolidin-1-yl)ethanone
Reaction equation
[F:1][C:2]([F:9])([F:8])[CH:3]1[CH2:7][CH2:6][CH2:5][NH:4]1.[Cl:10][CH2:11][C:12](Cl)=[O:13]>C(Cl)Cl>[Cl:10][CH2:11][C:12]([N:4]1[CH2:5][CH2:6][CH2:7][CH:3]1[C:2]([F:9])([F:8])[F:1])=[O:13]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
A solution of 2-(trifluoromethyl)pyrrolidine (500 mg, 3.59 mmol) in DCM (10 ml) was treated with chloroacetyl chloride (0.31 ml, 3.77 mmol) and stirred at RT for 1 h. The resulting mixture was concentrated in vacuo to afford the title compound as a yellow oil which was used without further purification; 1H NMR (400 MHz, CDCl3) δ 4.84 (1H, m), 4.11 (2H, s), 3.71 (2H, m), 2.23 (2H, m), 2.07 (2H, m).
Workup
- concentrationThe resulting mixture was concentrated in vacuo
Sources & evidence
- ORD record
- ord-88f60361ebd84bc4a9a0885da6a06e77
- Source dataset
- uspto-grants-2013_02
- Patent number
- US08372845B2
Reaction notes
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