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-9533a9aaa3874151b0b5d3715f33d280

Source dataset

uspto-grants-2009_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07544688B2