Acetic Acid → 4-Acetoxybenzyl alcohol

HRID 446198

반응식

HRID 446198 반응식
[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH:11]=[O:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2].[Na].C(O)(=O)C.O>CO>[C:1]([O:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11][OH:12])=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

참가 물질

6

반응물 4

HCID 176Acetic AcidHCID 962WaterHCID 70144Benzaldehyde, 4-(acetyloxy)-HCID 5360545Sodium

생성물 1

HCID 959064-Acetoxybenzyl alcohol수율 41%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To the solution of 4-formylphenol acetate (6.0 g, 36.4 mmol) in 60 ml of methanol was added sodium boronhydride (1.50 g, 39.6 mmol) at 0° C. The resultant mixture was stirred for 1 hour, neutralized with acetic acid and then poured into water. The mixture was extracted three times with ether and the combined organic layer was dried over magnesium sulfate. After removal of solvent, the compound was purified by flash chromatography using heptane/ethyl acetate (80/20-70/30) as eluent in a yield of 41%.

후처리

  1. extractionThe mixture was extracted three times with ether
  2. dry with materialthe combined organic layer was dried over magnesium sulfate
  3. customAfter removal of solvent
  4. customthe compound was purified by flash chromatography

출처 및 근거

ORD 기록
ord-71d6abc2e19f49eb966ff1acf7270756
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08476450B2

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