Ethyl chloroacetate → Potassium (Z)-2-chloro-1-ethoxy-3-oxoprop-1-en-1-olate

A cooled (0° C.) suspension of ethyl 2-chloroacetate (17.47 ml, 163 mmol) and ethyl formate (13.18 ml, 163 mmol) in ether (250 ml) was treated slowly (over 3 hrs) with potassium 2-methylpropan-2-olate (18.31 g, 163 mmol) keeping the temperature below 5° C. The mixture was concentrated in vacuo and the resulting solid was washed with ether and dried (47° C. in a vacuum oven) to afford the title compound; 1H NMR (400 MHz, d6-DMSO) δ 8.95 (1H, s), 3.9 (2H, q), 1.1 (3H, t).

1. temperatureA cooled
2. customthe temperature below 5° C
3. concentrationThe mixture was concentrated in vacuo
4. washthe resulting solid was washed with ether
5. customdried (47° C. in a vacuum oven)

ORD record

ord-2edd4e26dd8645a1a80c47ee36006fe9

Source dataset

uspto-grants-2014_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08883819B2