Acetone → Acetic acid, azido-, ethyl ester

Temperature

65 °C

A mixture of 6:4 acetone:water (20 ml) to was added to sodium azide (1.30 grams, 20 mmol, 2 molequivalents) followed by addition of ethyl bromoacetate (1.67 grams, 10 mmol, 1 molequivalent). The resulting mixture was refluxed overnight at 65° C. The acetone was thereafter evaporated under reduced pressure and the mixture was extracted with dichloromethane. The aqueous phase was washed with dichloromethane and the combined organic phase was washed with water, dried over sodium sulfate and evaporated to give 865 mg (76% yield) of ethyl azidoacetate as colorless oil having purity higher than 98% (as determined by NMR).

1. customThe acetone was thereafter evaporated under reduced pressure
2. extractionthe mixture was extracted with dichloromethane
3. washThe aqueous phase was washed with dichloromethane
4. washthe combined organic phase was washed with water
5. dry with materialdried over sodium sulfate
6. customevaporated

ORD record

ord-28efccc92ebd4bb19fff11bf17f8a666

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07795255B2