2(3H)-Furanone, 3-acetyl-5-ethyldihydro- synthesis
- Product Name:2(3H)-Furanone, 3-acetyl-5-ethyldihydro-
- CAS Number:3620-19-7
- Molecular formula:C8H12O3
- Molecular Weight:156.18
Yield:-
Reaction Conditions:
with sodium hydroxide
Steps:
I Preparation of 3-Acetyl-5-Ethyldihydro-2(3H)-Furanone
EXAMPLE I Preparation of 3-Acetyl-5-Ethyldihydro-2(3H)-Furanone Sodium hydroxide (42 g/200 ml water) was charged to a 500 ml flask equipped with a mechanical stirrer, addition funnel, condenser, ice bath, and pot thermometer. The mixture was cooled to 15° C. and ethyl acetoacetate (130 g, 1.0 mole) was slowly added below 20° C. over two hours. The mixture was stirred an additional 1/2 hour at 15° C. 1,2-Butylene oxide (107 g, 1.5 moles) was added over 11/2 hours. The reaction was followed by gas chromatography (GC) in the standard manner. The mixture was allowed to stand overnight and was transferred to a separatory funnel and acidified with 125 ml concentrated hydrochloric acid. The organic layer was separated and the water layer extracted three times with 50 ml diethyl ether. The extracts were combined with the organic layer, dried through sodium sulfate, and the diethyl ether was removed by means of a Rotovap. 182 Grams of product were obtained which when analyzed by GC indicated 83.6% lactone and 7.8% ethyl acetoacetate.
References:
US5183908,1993,A
