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

HRID 44583

반응식

HRID 44583 반응식
[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

참가 물질

6

반응물 2

HCID 31358DimedoneHCID 516892Sodium Bicarbonate

생성물 1

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

시약·촉매·용매 3

HCID 160960Diamminetetrachlorotitanate(IV)촉매HCID 887Methanol용매HCID 6344Dichloromethane용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bfd5b4a57af1495d89005a7d29524131
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08541429B2

연결된 노트

불러오는 중…