تفاعل #48976

معادلة التفاعل

Sodium ethoxide

methyl 3-(2,3-bis(cyclopentyloxy)-4-methoxyphenyl)-3-oxopropanoate

((2-bromoethoxy)methyl)benzene

→

ethyl 4-(benzyloxy)-2-(2,3-bis(cyclopentyloxy)-4-methoxybenzoyl)butanoate

المذيبات

ethanol

ظروف التفاعل

المعالجة

1. 1
   درجة الحرارةAfter refluxing for 1 h
2. 2
   درجة الحرارةrefluxing
3. 3
   تركيزconcentrated
4. 4
   workup.ADDITIONdiluted with ethyl acetate (300 mL)
5. 5
   غسيلwashed with brine (50 mL×2)
6. 6
   أخرىThe organic layer was dried
7. 7
   ترشيحfiltered
8. 8
   تركيزconcentrated
9. 9
   أخرىpurified by silica gel chromatography (ethyl acetate:petroleum ether)

الإجراء التجريبي

Sodium ethoxide (2.0 g, 29 mmol) was added to a solution of methyl 3-(2,3-bis(cyclopentyloxy)-4-methoxyphenyl)-3-oxopropanoate (11 g, 29 mmol) and ethanol (150 mL) at rt. After refluxing for 1 h, ((2-bromoethoxy)methyl)benzene (12.5 g, 57.8 mmol) was added and refluxing was continued overnight. The reaction was allowed to cool to rt, concentrated, diluted with ethyl acetate (300 mL), and then washed with brine (50 mL×2). The organic layer was dried, filtered, concentrated, and purified by silica gel chromatography (ethyl acetate:petroleum ether) to give ethyl 4-(benzyloxy)-2-(2,3-bis(cyclopentyloxy)-4-methoxybenzoyl)butanoate: MS (ESI): 525.

المصدر