Sodium Bicarbonate → 3-Octanone

HRID 433952

反応式

HRID 433952 の反応式
[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]

参加物

5

反応物 2

HCID 516892Sodium BicarbonateHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 2467283-Octanone

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 8020Dimethoxymethane溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-3bf54d0d810949f38dce6c07a261bb88
出典データセット
uspto-grants-2003_12
特許番号
US06670375B2

関連ノート

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