Chloroacetyl chloride → Morpholine, 4-(chloroacetyl)-

Temperature

27 °C

Chloroacetyl chloride (840 mg, 6.89 mmol) was added to a solution of morpholine (500 mg, 5.74 mmol) in anhydrous CH2Cl2 (25 mL) containing Et3N (1.74 g, 17.22 mmol) at 0° C. The mixture was stirred and warmed to 27° C. for 2 h. The mixture was washed with 1 M HCl(aq). The organic phase was dried over MgSO4, and concentrated under reduced pressure to give 2-chloro-1-morpholinoethanone (1.13 g, 100% yield). C6H11ClNO2; brown oil; 1H NMR (400 MHz, CDCl3) δ 4.05 (2H, s), 3.69 (4H, m), 3.62 (2H, m), 3.52 (4H, m); 13C NMR (100 MHz, CDCl3) δ 164.4, 66.5, 66.4, 46.8, 42.5, 40.8; ESI-HRMS calcd for C6H12ClNO2: 164.0478. found: m/z 164.0478 [M+H]+.

1. washThe mixture was washed with 1 M HCl(aq)
2. dry with materialThe organic phase was dried over MgSO4
3. concentrationconcentrated under reduced pressure

ORD record

ord-a3685d793f384b39a81feac91b6bac71

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278982B2