Boron tribromide → 7-Bromo-2-(morpholin-4-yl)-benzooxazol-4-ol

HRID 2186449ノート

反応式

HRID 2186449 の反応式
B(Br)(Br)Br.[Br:5][C:6]1[C:14]2[O:13][C:12]([N:15]3[CH2:20][CH2:19][O:18][CH2:17][CH2:16]3)=[N:11][C:10]=2[C:9]([O:21]C)=[CH:8][CH:7]=1>ClCCl>[Br:5][C:6]1[CH:7]=[CH:8][C:9]([OH:21])=[C:10]2[C:14]=1[O:13][C:12]([N:15]1[CH2:20][CH2:19][O:18][CH2:17][CH2:16]1)=[N:11]2

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 224566577-Bromo-4-methoxy-2-(morpholin-4-yl)-benzooxazole

生成物 1

HCID 224566467-Bromo-2-(morpholin-4-yl)-benzooxazol-4-ol収率 42.9%

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒2 回

実験手順

A solution of boron tribromide (25.6 ml of a 1.0M in dichloromethane) was added slowly to a stirred solution of 7-bromo-4-methoxy-2-(morpholin-4-yl)-benzooxazole (4.0 g) in dry dichloromethane (100 ml) under an atmosphere of nitrogen. The reaction mixture was stirred at room temperature for 90 mins. The mixture was partitioned between sodium hydrogencarbonate solution (50 ml) and dichloromethane (100 ml). The organic layer was separated, dried over magnesium sulphate, filtered and the solvent removed in vacuo. Purification by column chromatography on silica eluting with 30-50% ethyl acetate in heptane afforded the title compound as an off-white solid (1.64 g).

後処理

  1. customThe mixture was partitioned between sodium hydrogencarbonate solution (50 ml) and dichloromethane (100 ml)
  2. customThe organic layer was separated
  3. dry with materialdried over magnesium sulphate
  4. filtrationfiltered
  5. customthe solvent removed in vacuo
  6. customPurification by column chromatography on silica eluting with 30-50% ethyl acetate in heptane

出典と根拠

ORDレコード
ord-398baf3df020478ca80c7f953c69cfc0
出典データセット
uspto-grants-2002_06
特許番号
US06403791B1

反応ノート

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