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

HRID 929751노트

반응식

HRID 929751 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

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%).

후처리

  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

출처 및 근거

ORD 기록
ord-5962de56e9d749b490a59f486be2b86d
출처 데이터셋
uspto-grants-2016_03
특허 번호
US09296711B2

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