Boron tribromide → Ethyl 3-(4-hydroxyphenyl)isoxazole-5-carboxylate

HRID 929751ノート

反応式

HRID 929751 の反応式
[CH2:1]([O:3][C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:16]=[CH:15][C:14]([O:17]C)=[CH:13][CH:12]=2)[CH:7]=1)=[O:5])[CH3:2].B(Br)(Br)Br>C(Cl)Cl>[CH2:1]([O:3][C:4]([C:6]1[O:10][N:9]=[C:8]([C:11]2[CH:12]=[CH:13][C:14]([OH:17])=[CH:15][CH:16]=2)[CH:7]=1)=[O:5])[CH3:2]

参加物

4

反応物 2

HCID 25134Boron tribromideHCID 776513Ethyl 3-(4-methoxyphenyl)isoxazole-5-carboxylate

生成物 1

HCID 136133842Ethyl 3-(4-hydroxyphenyl)isoxazole-5-carboxylate

試薬・触媒・溶媒 1

HCID 6344Dichloromethane溶媒

実験手順

3-(4-Methoxy-phenyl)-isoxazole-5-carboxylic acid ethyl ester (available from ChemDiv Inc., 6605 Nancy Ridge Dr, San Diego, Calif., 92121, USA; 15 g, 60.1 mmol) was taken up in CH2Cl2 (30 mL) and 1 M BBr3 (400 mL, 400 mmol) was added. The reaction mixture was stirred at room temperature overnight. The mixture was added to a beaker of ice-water and the solid was collected by filtration. The solid was taken up in EtOAc and the solution was washed with water to remove most of the undesired carboxylic acid side product. Yield: 1.9 g (14%).

後処理

  1. filtrationthe solid was collected by filtration
  2. washthe solution was washed with water
  3. customto remove most of the undesired carboxylic acid side product

出典と根拠

ORDレコード
ord-5962de56e9d749b490a59f486be2b86d
出典データセット
uspto-grants-2016_03
特許番号
US09296711B2

反応ノート

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