Hydrogen Bromide → 4-Hydroxy-4'-nitrobenzophenone

HRID 723544노트

반응식

HRID 723544 반응식
C[O:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1.Br>C(O)(=O)C>[OH:2][C:3]1[CH:19]=[CH:18][C:6]([C:7]([C:9]2[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[CH:11][CH:10]=2)=[O:8])=[CH:5][CH:4]=1

참가 물질

4

반응물 2

HCID 260Hydrogen BromideHCID 3477724-Methoxy-4'-nitrobenzophenone

생성물 1

HCID 110968174-Hydroxy-4'-nitrobenzophenone수율 81%

시약·촉매·용매 1

HCID 176Acetic Acid용매

실험 절차

A solution of 4-(4-methoxybenzoyl)-nitrobenzene (150 g, 0.58 mol), glacial acetic acid (500 mL), and hydrobromic acid (48% w/w aqueous solution, 400 mL) was heated under reflux for 16 hours. The reaction mixture was cooled to room temperature and poured onto crushed ice. The crude product as filtered, washed several times with water and dried at about 50° C. under high vacuum. Crystallization from ethyl acetate/hexanes gave 4-(4-hydroxybenzoyl)-nitrobenzene (114 g, 81%), m.p. 190–193° C.; Analysis for C13H9NO4: Calc.: C, 64.20; H, 3.73; N, 5.76; Found: C, 63.95; H, 3.65; N, 5.85; MS m/e (%): 243 (M+; 45).

후처리

  1. temperatureunder reflux for 16 hours
  2. additionpoured
  3. customonto crushed ice
  4. filtrationThe crude product as filtered
  5. washwashed several times with water
  6. customdried at about 50° C. under high vacuum
  7. customCrystallization from ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-4b792cdd1a1348979bb896d88498feb2
출처 데이터셋
uspto-grants-2006_11
특허 번호
US07141584B2

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