Sodium Cyanide → 4,4'-Dimethoxybenzoin

HRID 655385

반응식

HRID 655385 반응식
[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]

참가 물질

5

반응물 2

HCID 8929Sodium CyanideHCID 312444-Methoxybenzaldehyde

생성물 1

HCID 954154,4'-Dimethoxybenzoin수율 65.4%

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-ae33d721de5c472b8789893fd166cc0d
출처 데이터셋
uspto-grants-2011_12
특허 번호
US08071595B2

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