5-Bromovanillin → 5-Bromo-3,4-dihydroxybenzaldehyde

HRID 15323

반응식

HRID 15323 반응식
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([O:11]C)[C:9]=1[OH:10])[CH:5]=[O:6].B(Br)(Br)Br>ClCCl>[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[C:8]([OH:11])[C:9]=1[OH:10])[CH:5]=[O:6]

참가 물질

4

반응물 2

HCID 180995-BromovanillinHCID 25134Boron tribromide

생성물 1

HCID 854055-Bromo-3,4-dihydroxybenzaldehyde수율 100%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

To a solution of 3-bromo-4-hydroxy-5-methoxybenzaldehyde (12.1 g, 0.52 mol) in dichloromethane (200 ml) was added 1.0 M boron tribromide in dichloromethane (2.2 eq, 115 ml) at 0°. The reaction was stirred at 0° for 20 min, then at ambient temperature for 2.5 h. The reaction was then cooled to 0°, and quenched by the slow addition of methanol. The solvents were removed under reduced pressure and the trimethyl borate was removed by azeotropation with added methanol. Drying in vacuo yielded the desired product (11.51 g, 100%).

후처리

  1. waitat ambient temperature for 2.5 h
  2. temperatureThe reaction was then cooled to 0°
  3. customquenched by the slow addition of methanol
  4. customThe solvents were removed under reduced pressure
  5. customthe trimethyl borate was removed by azeotropation with added methanol
  6. customDrying in vacuo

출처 및 근거

ORD 기록
ord-822645d3364e415f8723a94d458026a1
출처 데이터셋
uspto-grants-2010_06
특허 번호
US07732461B2

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