Sulfuric Acid → 3-Acetyl-2,2-diphenylpropionaldehyde

HRID 1657273노트

반응식

HRID 1657273 반응식
[C:1]1([C:7]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH2:10][C:11]#[CH:12])[CH:8]=[O:9])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)[OH:20]>C(O)(=O)C.O>[C:11]([CH2:10][C:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)([C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1)[CH:8]=[O:9])(=[O:20])[CH3:12]

참가 물질

5

반응물 2

HCID 1118Sulfuric AcidHCID 107997012,2-Diphenyl-2-(2-propynyl)acetaldehyde

생성물 1

HCID 105627693-Acetyl-2,2-diphenylpropionaldehyde수율 103.9%

시약·촉매·용매 2

HCID 176Acetic Acid용매2회HCID 962Water용매2회

실험 절차

A solution of 2,2-diphenyl-2-(2-propynyl)acetaldehyde (83.0 g) in acetic acid (83 ml) was added dropwise to a solution of mercuric acetate (3.1 g) and sulfuric acid (18.3 g) in a mixture of acetic acid (300 ml) and water (75 ml) over a period of 2 hours at room temperature. The reaction mixture was poured into water and extracted with diethyl ether. The extract was washed successively with water and aqueous solution of sodium bicarbonate, and evaporated in vacuo. The residue was purified by column chromatography on silica gel with a mixture of n-hexane and ethyl acetate (5:1) as an eluent to give 3-acetyl-2,2-diphenylpropionaldehyde (48.9 g).

후처리

  1. extractionextracted with diethyl ether
  2. washThe extract was washed successively with water and aqueous solution of sodium bicarbonate
  3. customevaporated in vacuo
  4. customThe residue was purified by column chromatography on silica gel with a mixture of n-hexane and ethyl acetate (5:1) as an eluent

출처 및 근거

ORD 기록
ord-a427fd25d33a49188dff91c20c7da880
출처 데이터셋
uspto-grants-1993_10
특허 번호
US05256824

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