Ammonium nitrate → 4,4'-Dibromobenzil

HRID 1739361ノート

反応式

HRID 1739361 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-4a898eebc49f413ca412af05344043c3
出典データセット
uspto-grants-1999_10
特許番号
US05965679

反応ノート

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