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Boron tribromide → 2-(6-Bromo-4-chloroquinazolin-2-yl)phenol

HRID 2062210
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반응식

HRID 2062210 반응식
[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[O:18]C)[N:6]=[C:5]2[Cl:20].B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=1[OH:18])[N:6]=[C:5]2[Cl:20]
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참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 580109046-Bromo-4-chloro-2-(2-methoxyphenyl)quinazoline

생성물 1

HCID 1361215002-(6-Bromo-4-chloroquinazolin-2-yl)phenol수율 111.7%

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

실험 절차

A solution of 6-bromo-4-chloro-2-(2-methoxyphenyl)quinazoline (0.14 g, 0.4 mmol) in CH2Cl2 (mL) was cooled in a dry ice/acetone bath. A solution of 1.0 M BBr3 in CH2Cl2 (1.2 mL, 1.2 mmol) was slowly added. The cooling bath was removed, and the reaction was stirred at room temperature for 2 h. The reaction was diluted with CH2Cl2 and made basic with a saturated NaHCO3 solution. The organic layer was separated, washed with water, dried over Na2SO4, and evaporated to give 6-bromo-4-chloro-2-(2-hydroxyphenyl)quinazoline (0.15 g).

후처리

  1. customThe cooling bath was removed
  2. additionThe reaction was diluted with CH2Cl2
  3. customThe organic layer was separated
  4. washwashed with water
  5. dry with materialdried over Na2SO4
  6. customevaporated

출처 및 근거

ORD 기록
ord-6a64e7a498724e9785b8de89c2252d50
출처 데이터셋
uspto-grants-2012_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08283354B2

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