Acetic Acid → 4-Acetoxybenzyl alcohol

HRID 446198

反応式

HRID 446198 の反応式
[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]

参加物

6

反応物 4

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

生成物 1

HCID 959064-Acetoxybenzyl alcohol収率 41%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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%.

後処理

  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

出典と根拠

ORDレコード
ord-71d6abc2e19f49eb966ff1acf7270756
出典データセット
uspto-grants-2013_07
特許番号
US08476450B2

関連ノート

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