Benzyl Bromide → benzyl(1R,cis,Z)2,2-dimethyl-3-[3-oxo-3-tert.-butoxy-1-propenyl]-cyclopropane-carboxylate

온도

15 °C

A solution of 25 g of (1R,cis,Z)2,2-dimethyl-3-[3-oxo-3-tert.-butoxy-1-propenyl]-cyclopropane-carboxylic acid in 250 ml of tetrahydrofuran were added at 10° C. to a mixture of 2.6 g of sodium hydride in 100 ml of tetrahydrofuran and the mixture was stirred at 15° C. for 30 minutes. A solution of 35 ml of benzyl bromide in 100 ml of tetrahydrofuran was added to the mixture which was heated at 50° C. for 48 hours and then was cooled and poured into aqueous monosodium phosphate solution. The mixture was extracted with isopropyl ether and the organic phase was washed with water, dried and evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with a 9-1 hexane-isopropyl ether mixture to obtain 30 g of benzyl(1R,cis,Z)2,2-dimethyl-3-[3-oxo-3-tert.-butoxy-1-propenyl]-cyclopropane-carboxylate.

1. temperaturewas heated at 50° C. for 48 hours
2. temperaturewas cooled
3. extractionThe mixture was extracted with isopropyl ether
4. washthe organic phase was washed with water
5. customdried
6. customevaporated to dryness under reduced pressure
7. customThe residue was chromatographed over silica gel
8. washwas eluted with a 9-1 hexane-isopropyl ether mixture

ORD 기록

ord-606a3f91ab6c4b618cb46260210e047e

출처 데이터셋

uspto-grants-1988_03

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US04732903