Sodium Cyanide → 4,4'-Dimethoxybenzoin

HRID 655385

反応式

HRID 655385 の反応式
[CH3:1][O:2][C:3]1[CH:10]=[CH:9][C:6]([CH:7]=[O:8])=[CH:5][CH:4]=1.[C-]#N.[Na+]>CCO.O>[OH:8][CH:7]([C:6]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)[C:7]([C:6]1[CH:9]=[CH:10][C:3]([O:2][CH3:1])=[CH:4][CH:5]=1)=[O:8]

参加物

5

反応物 2

HCID 8929Sodium CyanideHCID 312444-Methoxybenzaldehyde

生成物 1

HCID 954154,4'-Dimethoxybenzoin収率 65.4%

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

To a stirred solution of 4-methoxybenzaldehyde (2 g, 14.6 mmol) in EtOH (50 mL) was added a solution of NaCN (0.8 g, 16.3 mmol) in water (5 mL) and the reaction mixture was refluxed for 16 h. The reaction mixture was diluted with water and extracted with EtOAc (2×50 mL). The combined organic layers were washed with water, dried over Na2SO4, filtered and then concentrated in vacuo to yield a crude material which was purified via silica gel column chromatography eluting with 40% EtOAc in hexanes to afford 2-hydroxy-1,2-bis(4-methoxyphenyl)ethanone (1.3 g, 65%) as a solid.

後処理

  1. temperaturethe reaction mixture was refluxed for 16 h
  2. extractionextracted with EtOAc (2×50 mL)
  3. washThe combined organic layers were washed with water
  4. dry with materialdried over Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customto yield a crude material which
  8. customwas purified via silica gel column chromatography
  9. washeluting with 40% EtOAc in hexanes

出典と根拠

ORDレコード
ord-ae33d721de5c472b8789893fd166cc0d
出典データセット
uspto-grants-2011_12
特許番号
US08071595B2

関連ノート

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