Ethanol → Ethyl 2-ethoxy-2-iminoacetate

Temperature

-40 °C

Nitriloacetic acid ethyl ester (83 mmol) was dissolved in diethyl ether (water free, 25 ml) and ethanol (water free, 85 mmol) was added and the stirred mixture cooled to −40° C. At this temperature, HCl (gaz, dried through concentrated sulfuric acid; 18 g total consumption) was bubbled into the solution over 1 hour. The cooling bath was removed and at 0° C. the reaction mixture warmed up quickly (additional cooling required) and the product precipitated. The solid material was filtered off, washed with diethyl ether and dried.

1. customAt this temperature, HCl (gaz, dried through concentrated sulfuric acid; 18 g total consumption) was bubbled into the solution over 1 hour
2. customThe cooling bath was removed and at 0° C. the reaction mixture
3. temperaturewarmed up quickly
4. temperature(additional cooling required)
5. customthe product precipitated
6. filtrationThe solid material was filtered off
7. washwashed with diethyl ether
8. customdried

ORD record

ord-ad523001d79a48ba8be2fdd19120f381

Source dataset

uspto-grants-2010_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07820818B2