Water → HCID 20081056, compound

A solution of 4,5-diethoxycarbonyl-2-ethyl-2-methyl-1,3-dioxolane (13.68 g, 52.6 mmol) in dry ether (80 ml) was added dropwise over 30 min to a suspension of lithiumaluminiumhydride (2.4 g, 63.2 mmol) in dry ether (100 ml) and the mixture was refluxed under nitrogen for 2 h then stirred at room temperature overnight then refluxed for 2 further hours. On cooling, water (2.5 ml), sodium hydroxide (4N, 2.5 ml) and water (25 ml) were sequentially added cautiously down the condenser. The supernatant was decanted off and the residue was triturated with ether (2×100 ml). The combined ether layers were dried over sodium sulfate, filtered and evaporated to dryness. The residue was distilled under high vacuum (approx. 2 mm, 160 deg.) to give the title compound as a clear oil (5.41 g, 58%).

1. temperaturethe mixture was refluxed under nitrogen for 2 h
2. temperaturethen refluxed for 2 further hours
3. temperatureOn cooling
4. customThe supernatant was decanted off
5. customthe residue was triturated with ether (2×100 ml)
6. dry with materialThe combined ether layers were dried over sodium sulfate
7. filtrationfiltered
8. customevaporated to dryness
9. distillationThe residue was distilled under high vacuum (approx. 2 mm, 160 deg.)

ORD record

ord-ea747adc0db74ceb99a5e06222ffa803

Source dataset

uspto-grants-1995_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05401378