Water → 3,3-Bis(ethoxycarbonyl)bicyclo[3.2.0]heptane

In a 250 ml round-bottomed flask equipped with mechanical stirring, reflux condenser, addition funnel and argon inlet was placed 20.2 g of cis-1,2-bis(bromomethyl)cyclobutane, 12.4 ml diethylmalonate, and 72 ml of dry t-butanol. The reaction mixture was refluxed and a solution of 19.9 g of potassium-t-butoxide in 123 ml of t-butanol was added over 6.0 hr. The reaction mixture was refluxed for 15 hr. The reaction mixture was cooled by external application of an ice-water bath and an equal volume of water added. The mixture was extracted with ether. The ether extracts were washed with 3 N hydrochloric acid and 5% aqueous sodium bicarbonate, then dried (MgSO4), filtered and distilled in vacuo to yield 10.3 g of 3,3-bis(ethoxycarbonyl)bicyclo[3.2.0]heptane as a clear oil, bp 100°-105° C (vacuum pump).

1. customIn a 250 ml round-bottomed flask equipped with mechanical stirring
2. temperaturereflux
3. additioncondenser, addition funnel and argon inlet
4. temperatureThe reaction mixture was refluxed
5. temperatureThe reaction mixture was refluxed for 15 hr
6. temperatureThe reaction mixture was cooled by external application of an ice-water bath
7. extractionThe mixture was extracted with ether
8. washThe ether extracts were washed with 3 N hydrochloric acid and 5% aqueous sodium bicarbonate
9. dry with materialdried (MgSO4)
10. filtrationfiltered
11. distillationdistilled in vacuo

ORDレコード

ord-f7e76855572a4073986d9b3fe70f0b24

出典データセット

uspto-grants-1978_09

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04115438