Phosphorus tribromide → 5-(2-Bromoethyl)-2,3-dihydro-1-benzofuran

HRID 484332ノート

反応式

HRID 484332 の反応式
P(Br)(Br)[Br:2].O[CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:15][CH2:14][CH2:13][C:12]=2[CH:16]=1>C(Cl)(Cl)(Cl)Cl>[Br:2][CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]2[O:15][CH2:14][CH2:13][C:12]=2[CH:16]=1

参加物

4

反応物 2

HCID 24614Phosphorus tribromideHCID 212240782-(2,3-Dihydro-1-benzofuran-5-yl)ethan-1-ol

生成物 1

HCID 218311605-(2-Bromoethyl)-2,3-dihydro-1-benzofuran

試薬・触媒・溶媒 1

HCID 5943Carbon Tetrachloride溶媒

実験手順

Phosphorous tribromide (0.37 g) was added to a solution of 5-(2-hydroxyethyl)-2,3-dihydrobenzofuran (0.612 g--see Preparation 30) in carbon tetrachloride (3 ml) and the mixture was heated under reflux for 3 hours. On cooling to room temperature, the mixture was partitioned between 10% aqueous sodium carbonate (20 ml) and dichloromethane (20 ml). The layers were separated and the aqueous layer was extracted with dichloromethane (2×10 ml). The combined dichloromethane extracts were dried (MgSO4) and concentrated in vacuo to give the title compound as an oil which crystallised on standing, (0.584 g), m.p. 60°-62° C.

後処理

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 3 hours
  3. customthe mixture was partitioned between 10% aqueous sodium carbonate (20 ml) and dichloromethane (20 ml)
  4. customThe layers were separated
  5. extractionthe aqueous layer was extracted with dichloromethane (2×10 ml)
  6. dry with materialThe combined dichloromethane extracts were dried (MgSO4)
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-0d731b7f4efa449f8971a32093848175
出典データセット
uspto-grants-1993_07
特許番号
US05231104

反応ノート

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