تفاعل #1680824

معادلة التفاعل

ethyl 4-bromo-3-oxocyclohexanecarboxylate

4-bromobenzenethiol

K2CO3

→

title compound

المردود 63.4%

Ethyl 4-[(4-bromophenyl)thio]-3-oxocyclohexanecarboxylate

المردود 63.4%

المذيبات

acetone

acetone

ظروف التفاعل

المعالجة

1. 1
   أخرىwas partitioned between water and hexane
2. 2
   غسيلThe organic layer was washed with water
3. 3
   تجفيفbrine, then was dried over MgSO4
4. 4
   ترشيحfiltered
5. 5
   تركيزconcentrated
6. 6
   أخرىPurification by chromatography on silica gel (15% EtOAc in hexane)

الإجراء التجريبي

To a solution of 4-bromobenzenethiol (2.92 g, 15.45 mmol) in 20 mL acetone was added K2CO3 (2.2 g, 15.18 mmol) and a solution of ethyl 4-bromo-3-oxocyclohexanecarboxylate (3.73 g, 15 mmol) in acetone (10 mL). The resulting suspension was stirred at room temperature for 2 hour, and then was partitioned between water and hexane. The organic layer was washed with water, then brine, then was dried over MgSO4, filtered, and concentrated. Purification by chromatography on silica gel (15% EtOAc in hexane) afforded 3.4 g (61%) of the title compound as an oil: MS (ES) m/z=356 [M]+.

المصدر