반응 #63996

반응 방정식

water

3-(R)-methylglutaric acid mono methyl ester

borane dimethylsulfide

→

desired product

methyl 3-(R)-methyl-5-hydroxypentanoate

용매

tetrahydrofuran

tetrahydrofuran

반응 조건

후처리

1. 1
   workup.ADDITIONwas added slowly 391 ml
2. 2
   workup.ADDITIONAfter the addition
3. 3
   온도The reaction was cooled
4. 4
   추출The reaction was extracted (3×100 ml.) with ether
5. 5
   세척washed with water
6. 6
   건조a saturated sodium bicarbonate solution and a brine solution, and dried over magnesium sulfate
7. 7
   기타Removal of the solvent
8. 8
   기타gave 37 g

실험 절차

To 114 g. of 3-(R)-methylglutaric acid mono methyl ester in 715 ml. of dry tetrahydrofuran cooled to 0° C. was added slowly 391 ml. of 2M solution of borane dimethylsulfide in tetrahydrofuran. After the addition was complete the reaction mixture was stirred overnight at room temperature. The reaction was cooled and 50 ml. of water slowly added. The reaction was extracted (3×100 ml.) with ether and the extracts combined, washed with water, a saturated sodium bicarbonate solution and a brine solution, and dried over magnesium sulfate. Removal of the solvent gave 37 g. of the desired product.

출처