تفاعل #9898

معادلة التفاعل

6-cyclobutylidene-hexanoic acid methyl ester

DIBAL-H

→

6-cyclobutylidene-hexan-1-ol

المذيبات

toluene

ظروف التفاعل

المعالجة

1. 1
   أخرىthe reaction was quenched by MeOH (3 mL)
2. 2
   workup.ADDITIONSaturated aqueous sodium potassium tartrate (20 mL) was added to the reaction mixture
3. 3
   workup.WAITAfter stirrng for 1 h
4. 4
   أخرىthe organic layer was separated
5. 5
   استخلاصthe aqueous phase was extracted with ether
6. 6
   غسيلThe combined organic layers were washed with water and brine
7. 7
   أخرىdried
8. 8
   أخرىEvaporation of the solvent

الإجراء التجريبي

To a stirred solution of 6-cyclobutylidene-hexanoic acid methyl ester (0.60 g, 3.3 mmol) in toluene (30 mL) was added DIBAL-H (8.2 mL, 1 M solution in hexane, 8.2 mmol) dropwise at 0° C. under N2. After stirring at 0° C. for 30 min, the reaction was quenched by MeOH (3 mL). Saturated aqueous sodium potassium tartrate (20 mL) was added to the reaction mixture. After stirrng for 1 h, the organic layer was separated and the aqueous phase was extracted with ether. The combined organic layers were washed with water and brine and dried. Evaporation of the solvent gave 6-cyclobutylidene-hexan-1-ol as a colorless oil, which was used in the next step without further purification.

المصدر