Dichloromethane → 4,5-Dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one

HRID 1699746ノート

反応式

HRID 1699746 の反応式
[Br:1][C:2]1[C:10]([CH2:11][CH2:12][C:13]([OH:15])=O)=[CH:9][C:5]2[CH2:6][CH2:7][O:8][C:4]=2[C:3]=1[Br:16].ClCCl.S(Cl)(Cl)=O.[Cl-].[Al+3].[Cl-].[Cl-]>CN(C)C=O.CO>[Br:16][C:3]1[C:4]2[O:8][CH2:7][CH2:6][C:5]=2[C:9]2[C:13](=[O:15])[CH2:12][CH2:11][C:10]=2[C:2]=1[Br:1]

参加物

7

反応物 4

HCID 6344DichloromethaneHCID 24386Thionyl ChlorideHCID 6451240Aluminum(III) ChlorideHCID 110245373-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl)propanoic Acid

生成物 1

HCID 117272814,5-Dibromo-1,2,6,7-tetrahydro-8H-indeno[5,4-b]furan-8-one収率 89%

試薬・触媒・溶媒 2

HCID 6228Dimethylformamide触媒HCID 887Methanol溶媒

実験手順

A mixture of 3-(6,7-dibromo-2,3-dihydrobenzofuran-5-yl)propionic acid (10.0 g, 28.6 mmols), dichloromethane (35 mL), thionyl chloride (5.11 g, 40.8 mmols) and N,N-dimethylformamide (30 mg) was heated to reflux for 1 hour. After cooling, aluminum chloride (4.66 g, 43.3 mmols) was added to the reaction mixture a trot more than 0° C. and then the mixture was stirred for 30 min. The reaction mixture was poured into precooled methanol (200 mL), then stirred for 30 min. Crystals precipitated were collected by filtration, washed with water (500 mL) followed by methanol (500 mL) to obtain 7.9 g (yield: 89%) of the title compound.

後処理

  1. temperaturewas heated
  2. temperatureto reflux for 1 hour
  3. temperatureAfter cooling
  4. stirringstirred for 30 min
  5. customCrystals precipitated
  6. filtrationwere collected by filtration
  7. washwashed with water (500 mL)

出典と根拠

ORDレコード
ord-48d5da54d39348e8b7e85b4cdf353cf7
出典データセット
uspto-grants-2002_02
特許番号
US06348485B1

反応ノート

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