Boron tribromide → (4-Bromo-2-hydroxy-5-methylphenyl)(4-fluorophenyl)methanone

HRID 1988192노트

반응식

HRID 1988192 반응식
[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[O:10])=[C:4]([O:18]C)[CH:3]=1.B(Br)(Br)Br>C(Cl)Cl>[Br:1][C:2]1[C:7]([CH3:8])=[CH:6][C:5]([C:9]([C:11]2[CH:16]=[CH:15][C:14]([F:17])=[CH:13][CH:12]=2)=[O:10])=[C:4]([OH:18])[CH:3]=1

참가 물질

4

반응물 2

HCID 25134Boron tribromideHCID 57729258(4-Bromo-2-methoxy-5-methylphenyl)(4-fluorophenyl)methanone

생성물 1

HCID 57729256(4-Bromo-2-hydroxy-5-methylphenyl)(4-fluorophenyl)methanone

시약·촉매·용매 1

HCID 6344Dichloromethane용매

반응 조건

온도
0 °C

실험 절차

A solution of (4-bromo-2-methoxy-5-methylphenyl)(4-fluorophenyl)methanone (1.80 g, 5.57 mmol) in CH2Cl2 (6 mL) was added over 10 min to a 0° C. solution of BBr3 (1.05 mL, 11.1 mmol) in the same solvent (14 mL) and the resulting mixture was stirred at 0° C. After 1.5 h, the reaction mixture was poured into 200 mL of ice-water, vigorously stirred for 10 min and extracted with CHCl3 (3×). The combined organic extracts were washed with water and brine, dried (Na2SO4) and concentrated, affording the title compound. 1H NMR (500 MHz, acetone-d6): δ 11.46 (s, 1H), 7.88 (m, 2H), 7.58 (s, 1H), 7.37 (m, 2H), 7.32 (s, 1H), 2.34 (s, 3H).

후처리

  1. stirringvigorously stirred for 10 min
  2. extractionextracted with CHCl3 (3×)
  3. washThe combined organic extracts were washed with water and brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-2b1c297011c84e5eb70667a2283fd369
출처 데이터셋
uspto-grants-2009_06
특허 번호
US07553973B2

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