Ammonium nitrate → 4,4'-Dibromobenzil

HRID 1595953ノート

反応式

HRID 1595953 の反応式
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([CH:10]([C:12]2[CH:17]=[CH:16][C:15]([Br:18])=[CH:14][CH:13]=2)[OH:11])=[O:9])=[CH:4][CH:3]=1.[N+]([O-])([O-])=O.[NH4+]>C(O)(=O)C.C([O-])(=O)C.[Cu+2].C([O-])(=O)C>[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]([C:10]([C:12]2[CH:13]=[CH:14][C:15]([Br:18])=[CH:16][CH:17]=2)=[O:11])=[O:9])=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 22985Ammonium nitrateHCID 39382431,2-Bis(4-bromophenyl)-2-hydroxyethanone

生成物 1

HCID 964304,4'-Dibromobenzil収率 64.2%

試薬・触媒・溶媒 2

HCID 8895Cupric acetate触媒HCID 176Acetic Acid溶媒

実験手順

A solution of 4,4′-dibromobenzoin (20.2 g, 0.055 mol), ammonium nitrate (4.6 g, 0.0575 mol) and copper(II) acetate (0.100 g, 0.0005 mol) in 80 percent aqueous acetic acid (200 mL) is heated at reflux for three hours. The reaction mixture is cooled to room temperature and the product which crystallizes out is filtered off, washed with ethanol and dried, giving 13.0 g (64 percent) of product as a light yellow solid, mp 226° C. to 228° C. 1H NMR (CDCl3) δ 7.83 (d, J=8.5 Hz, 4H), 7.66 (d, J=8.5 Hz, 4H); 13C NMR (CDCl3) δ 192.25, 132.44, 131.45, 131.22, 130.7.

後処理

  1. temperatureat reflux for three hours
  2. customthe product which crystallizes out
  3. filtrationis filtered off
  4. washwashed with ethanol
  5. customdried

出典と根拠

ORDレコード
ord-3be651f63c564bb6a69fac902a16e708
出典データセット
uspto-grants-2001_09
特許番号
US06288188B1

反応ノート

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