Acetone → (2-(Benzyloxy)-3-methoxyphenyl)methanol

HRID 260081

반응식

HRID 260081 반응식
[CH2:1]([O:8][C:9]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:10]=1[CH:11]=[O:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[BH4-].[Na+].CC(C)=O>C(O)C>[CH2:1]([O:8][C:9]1[C:16]([O:17][CH3:18])=[CH:15][CH:14]=[CH:13][C:10]=1[CH2:11][OH:12])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

5

반응물 3

HCID 180AcetoneHCID 12680872-(Benzyloxy)-3-methoxybenzaldehydeHCID 4311764Sodium borohydride

생성물 1

HCID 927250(2-(Benzyloxy)-3-methoxyphenyl)methanol수율 86%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

A solution of 43.00 g (0.18 mole) of 2-benzyloxy-3-methoxy-benzaldehyde of Example 1 in 300 mL of absolute ethanol is treated, with stirring, with 7.56 g (0.20 mole) of sodium borohydride. The temperature rises to 50° C. After one-half hour 10 mL of acetone is added, keeping the temperature at less than 60° C. with cooling. After 15 minutes the volatiles are stripped off at reduced pressure. Ice water (500 mL) is added and the product is extracted into 600 mL of ethyl acetate. The dried (NA2SO4) solution is concentrated. The remaining oil is dissolved in 100 mL of warm ether. Petroleum ether is added to turbidity to give 37.70 g (86% yield) of pure product; mp 58°-60° C.

후처리

  1. customrises to 50° C
  2. customat less than 60° C.
  3. temperaturewith cooling
  4. extractionthe product is extracted into 600 mL of ethyl acetate
  5. customThe dried (NA2SO4) solution
  6. concentrationis concentrated
  7. dissolutionThe remaining oil is dissolved in 100 mL of warm ether
  8. additionPetroleum ether is added to turbidity

출처 및 근거

ORD 기록
ord-f760b7f1e7ff433698dbe74588dcb3ae
출처 데이터셋
uspto-grants-1996_06
특허 번호
US05525614

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