Methanol → 5-Methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one

HRID 41683

반응식

HRID 41683 반응식
[CH:1]12[O:10][CH:7]([CH2:8][CH2:9]1)[CH:6]1[CH:2]2[C:3](=[O:12])[CH2:4][C:5]1=[O:11].[CH3:13]O>[Na+].Cl[Au-](Cl)(Cl)Cl>[CH3:13][O:12][C:3]1[CH:2]2[CH:6]([CH:7]3[O:10][CH:1]2[CH2:9][CH2:8]3)[C:5](=[O:11])[CH:4]=1

참가 물질

4

반응물 2

HCID 887MethanolHCID 5935195110-Oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione

생성물 1

HCID 672834435-Methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one

시약·촉매·용매 1

HCID 27127Sodium tetrachloroaurate촉매

반응 조건

온도
60 °C

실험 절차

To a suspension of 10-oxa-tricyclo[5.2.1.0*2,6*]decane-3,5-dione (9.97 g, 60 mmol) in methanol (200 ml) is added sodium tetrachloroaurate (597 mg, 1.5 mmol) and the reaction mixture is heated to 60° C. for 7 hours. The reaction mixture is allowed to cool down to room temperature and left to stand overnight. The reaction mixture is concentrated under reduced pressure, dissolved in ethyl acetate (200 ml) and washed with aqueous 2N sodium carbonate (100 ml), followed by saturated brine (100 ml). The organic layer is then dried over magnesium sulphate and concentrated under reduced pressure to give 5-methoxy-10-oxa-tricyclo[5.2.1.0*2,6*]dec-4-en-3-one (8.62 g)

후처리

  1. temperatureto cool down to room temperature
  2. waitleft
  3. concentrationThe reaction mixture is concentrated under reduced pressure
  4. dissolutiondissolved in ethyl acetate (200 ml)
  5. washwashed with aqueous 2N sodium carbonate (100 ml)
  6. dry with materialThe organic layer is then dried over magnesium sulphate
  7. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-0037591a615e4fe095b275a6c05ed8ab
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08530667B2

연결된 노트

불러오는 중…