Sodium Bicarbonate → 3-Octanone

HRID 433952

반응식

HRID 433952 반응식
[OH2:1].[C:2]1([CH3:12])[CH:7]=[CH:6][C:5](S(O)(=O)=O)=[CH:4][CH:3]=1.[C:13](=O)(O)[O-].[Na+]>C(Cl)Cl.COCOC>[CH3:13][CH2:3][C:4](=[O:1])[CH2:5][CH2:6][CH2:7][CH2:2][CH3:12]

참가 물질

5

반응물 2

HCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrate

생성물 1

HCID 2467283-Octanone

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 8020Dimethoxymethane용매

실험 절차

To a solution of 6(7)-hydroxy-2-methoxycarbonyl-8-azabicyclo(3.2.1)octane-3-one (18 g, 84.5 mmol) in 200 ml of CH2Cl2, 70 ml of dimethoxymethane was added, followed by (18 g, 93 mmol) of p-toluene sulfonic acid monohydrate. The round-bottom flask was fitted with a soxhiet extractor containing 3-4 A molecular sieves. The reaction mixture was heated to reflux with stirring until the starting material had disappeared (TLC). The mixture was cooled and treated with sat. sodium bicarbonate solution and extracted with CH2Cl2. The combined organics were dried over K2CO3 removed in vacuo and applied to column (silica gel, 10% Et3N, 30% EtOAc/hexane). 6-Methoxymethoxy-2-methoxy-carbonyl-8-azabicyclo(3.2.1))octane-3-one (2.2 g) was obtained as a yellow oil. Rf 0.3 (10% Et3N, 30% EtOAc in hexane).

후처리

  1. customThe round-bottom flask was fitted with a soxhiet extractor
  2. additioncontaining 3-4 A molecular sieves
  3. temperatureThe reaction mixture was heated
  4. temperatureto reflux
  5. temperatureThe mixture was cooled
  6. extractionextracted with CH2Cl2
  7. dry with materialThe combined organics were dried over K2CO3
  8. customremoved in vacuo

출처 및 근거

ORD 기록
ord-3bf54d0d810949f38dce6c07a261bb88
출처 데이터셋
uspto-grants-2003_12
특허 번호
US06670375B2

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