Hydrogen Bromide → 4-Hydroxy-4'-nitrobenzophenone

HRID 723544ノート

反応式

HRID 723544 の反応式
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

参加物

4

反応物 2

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

生成物 1

HCID 110968174-Hydroxy-4'-nitrobenzophenone収率 81%

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-4b792cdd1a1348979bb896d88498feb2
出典データセット
uspto-grants-2006_11
特許番号
US07141584B2

反応ノート

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