Dimedone → 2-Cyclohexen-1-one, 3-methoxy-5,5-dimethyl-

HRID 44583

反応式

HRID 44583 の反応式
[CH3:1][C:2]1([CH3:10])[CH2:7][C:6](=[O:8])[CH2:5][C:4](=[O:9])[CH2:3]1.[C:11]([O-])(O)=O.[Na+]>CO.ClCCl.[Cl-].[Ti+4].[Cl-].[Cl-].[Cl-]>[CH3:11][O:8][C:6]1[CH2:7][C:2]([CH3:10])([CH3:1])[CH2:3][C:4](=[O:9])[CH:5]=1

参加物

6

反応物 2

HCID 31358DimedoneHCID 516892Sodium Bicarbonate

生成物 1

HCID 1383182-Cyclohexen-1-one, 3-methoxy-5,5-dimethyl-収率 92%

試薬・触媒・溶媒 3

HCID 160960Diamminetetrachlorotitanate(IV)触媒HCID 887Methanol溶媒HCID 6344Dichloromethane溶媒

実験手順

A solution of 5,5-dimethyl-cyclohexane-1,3-dione (80.0 g, 0.57 mol) in anhydrous methanol (600 mL) was treated with a 1M solution of titanium chloride (TiCl4) in dichloromethane (17.2 mL). After stirring 1 hour at room temperature, the mixture was slowly poured into cold 5% NaHCO3 solution and extracted with diethyl ether (450 mL×6). The organic layers were collected, washed with brine, dried on Na2SO4 and evaporated to dryness affording the title compound (81.5 g, 92% yield) as a pale yellow oil.

後処理

  1. extractionextracted with diethyl ether (450 mL×6)
  2. customThe organic layers were collected
  3. washwashed with brine
  4. customdried on Na2SO4
  5. customevaporated to dryness

出典と根拠

ORDレコード
ord-bfd5b4a57af1495d89005a7d29524131
出典データセット
uspto-grants-2013_09
特許番号
US08541429B2

関連ノート

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