Bromochloromethane → 7,8-Dihydro-2H-naphtho[2,3-d][1,3]dioxol-5(6H)-one

HRID 2188217노트

반응식

HRID 2188217 반응식
[OH:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][C:11]=1[OH:12])[C:8](=[O:13])[CH2:7][CH2:6][CH2:5]2.[Cs].Br[CH2:16]Cl>C(#N)C>[O:1]1[C:2]2[CH:3]=[C:4]3[C:9](=[CH:10][C:11]=2[O:12][CH2:16]1)[C:8](=[O:13])[CH2:7][CH2:6][CH2:5]3

참가 물질

5

반응물 3

HCID 6333BromochloromethaneHCID 6012071(2H)-Naphthalenone, 3,4-dihydro-6,7-dihydroxy-HCID 5354618Cesium

생성물 1

HCID 117693157,8-Dihydro-2H-naphtho[2,3-d][1,3]dioxol-5(6H)-one

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

A mixture of 6,7-dihydroxytetralone (1 g), cesium carbonated (2.75 g), bromochloromethane (0.549 cm3) and acetonitrile (20 cm3) was heated to reflux with continual stirring for 4 h. Upon cooling, the resulting suspension was filtered through a pad of Dicalite® which was then washed further with ethyl acetate (50 cm3). The crude product was then purified by column chromatography (silica, eluting with dichloromethane) to afford the title compound.

후처리

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureUpon cooling
  4. filtrationthe resulting suspension was filtered through a pad of Dicalite® which
  5. washwas then washed further with ethyl acetate (50 cm3)
  6. customThe crude product was then purified by column chromatography (silica, eluting with dichloromethane)

출처 및 근거

ORD 기록
ord-84ec3f0993234b7baa114fde1453b16f
출처 데이터셋
uspto-grants-2002_06
특허 번호
US06410592B1

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