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

HRID 5901

反応式

HRID 5901 の反応式
[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

参加物

5

反応物 3

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

生成物 1

HCID 927250(2-(Benzyloxy)-3-methoxyphenyl)methanol収率 86%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

実験手順

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.

後処理

  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. dry with materialThe 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

出典と根拠

ORDレコード
ord-27c222d747194cee97fae27c69eb7117
出典データセット
uspto-grants-1993_09
特許番号
US05246943

関連ノート

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