Acetic Anhydride → Benzoin acetate

HRID 1753716노트

반응식

HRID 1753716 반응식
[C:1]1([C:7]([CH:9]([C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=2)[OH:10])=[O:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:17](OC(=O)C)(=[O:19])[CH3:18]>S(=O)(=O)(O)O.O>[C:17]([O:8][CH:7]([C:1]1[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1)[C:9](=[O:10])[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:19])[CH3:18]

참가 물질

5

반응물 2

HCID 7918Acetic AnhydrideHCID 8400Benzoin

생성물 1

HCID 95416Benzoin acetate

시약·촉매·용매 2

HCID 1118Sulfuric Acid촉매HCID 962Water용매

실험 절차

Benzoin 23 (2.0 g, 9.40 mmol) was dissolved in acetic anhydride (15 mL, 158.70 mmol) followed by the addition of two drops of sulfuric acid which resulted in a pale yellow color. The reaction mixture was then stirred under a nitrogen atmosphere at room temperature (72 h) while monitoring its progress by TLC. The reaction mixture was then dissolved in water and extracted with dichloromethane (3×40 mL). The dichloromethane layer was then dried over anhydrous sodium sulfate. After removal of the drying agent by filtration and removal of the solvent by rotary evaporation, the product was found to be of acceptable purity as evidenced by 1H NMR and TLC, Rf: 0.2 (hexane/ethyl acetate, 2:1): mp 83-85° C. (Lit. 85-87° C.).

후처리

  1. customresulted in a pale yellow color
  2. extractionextracted with dichloromethane (3×40 mL)
  3. dry with materialThe dichloromethane layer was then dried over anhydrous sodium sulfate
  4. customAfter removal of the drying agent
  5. filtrationby filtration and removal of the solvent
  6. customby rotary evaporation
  7. custommp 83-85° C. (Lit. 85-87° C.)

출처 및 근거

ORD 기록
ord-1fccccede2e14235b2222f7fc92134e0
출처 데이터셋
uspto-grants-2015_10
특허 번호
US09167820B2

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