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

HRID 2188217ノート

反応式

HRID 2188217 の反応式
[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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6342Acetonitrile溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-84ec3f0993234b7baa114fde1453b16f
出典データセット
uspto-grants-2002_06
特許番号
US06410592B1

反応ノート

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