반응 #352094

ord-203cc9548934400e91597e87c78c9044

반응 방정식

O=B[O-].[Na+]
sodium boranate
COCCCOc1cc(C=O)ccc1OCc1ccccc1
4-benzyloxy-3-(3-methoxypropyloxy)-benzaldehyde
COCCCOc1cc(CO)ccc1OCc1ccccc1
title compound
COCCCOc1cc(CO)ccc1OCc1ccccc1
4-Benzyloxy-3-(3-methoxypropyloxy)-benzyl alcohol

반응 조건

온도
0°CELSIUS
상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    농축is then concentrated by evaporation
  2. 2
    기타The residue is partitioned between diethyl ether and water
  3. 3
    건조The combined organic phases are dried over sodium sulfate
  4. 4
    농축concentrated by evaporation
  5. 5
    기타the residue is purified by FC (100 g of silica gel, dichloromethane/diethyl ether=1:1)

실험 절차

A solution of 31 g of 4-benzyloxy-3-(3-methoxypropyloxy)-benzaldehyde in 530 ml of ethanol/water=8:2 is added dropwise to a suspension, stirred at 0° C., of 11.74 g of sodium boranate in 530 ml of a mixture of ethanol/water=8:2. The reaction mixture is stirred for one hour at 0° C. and is then concentrated by evaporation. The residue is partitioned between diethyl ether and water. The combined organic phases are dried over sodium sulfate and concentrated by evaporation, and the residue is purified by FC (100 g of silica gel, dichloromethane/diethyl ether=1:1), yielding the title compound: Rf (dichloromethane/diethyl ether=1:1)=0.43.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US05646143uspto-grants-1997_07