Ammonium Hydroxide → 2,2-Diethoxyacetamide

A mixture of 24.85 g of ethyl diethoxyacetate and 140 ml of concentrated ammonium hydroxide was stirred for 3 hours. The ammonia and H2O were evaporated under reduced pressure on a water bath at 50°-60° leaving a wet solid. The wet solid was dried in a vacuum oven at 53° for 18 hours giving a dark pink solid. The solid was dissolved in CH2Cl2. The solution was filtered to remove a small amount of red insoluble material. The filtrate was concentrated and Skellysolve B was added. Cooling gave 18.0 g (87%) of diethoxyacetamide as orange plates, m.p. 76.5-79°.

1. customThe ammonia and H2O were evaporated under reduced pressure on a water bath at 50°-60°
2. customleaving a wet solid
3. customThe wet solid was dried in a vacuum oven at 53° for 18 hours
4. customgiving a dark pink solid
5. filtrationThe solution was filtered
6. customto remove a small amount of red insoluble material
7. concentrationThe filtrate was concentrated
8. additionSkellysolve B was added
9. temperatureCooling

ORD record

ord-a2f03c228cfc4a80915bffdae99800be

Source dataset

uspto-grants-1993_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05245046