Phenol → Diphenyl Oxalate

HRID 703247ノート

反応式

HRID 703247 の反応式
C(N[C:5]([C:7](NC(=O)C)=[O:8])=[O:6])(=O)C.[C:13]1([OH:19])[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[CH3:20][O-:21].[Na+]>C(OCC)C>[C:20]1([O:21][C:5](=[O:6])[C:7]([O:19][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[O:8])[CH:17]=[CH:18][CH:13]=[CH:14][CH:15]=1

参加物

5

反応物 3

HCID 996PhenolHCID 3016168N,N'-Diacetyloxamide2 回HCID 10942334Sodium Methoxide

生成物 1

HCID 18475Diphenyl Oxalate収率 502.7%

試薬・触媒・溶媒 1

HCID 3283Diethyl Ether溶媒

実験手順

N,N'-diacetyloxamide (10 g, 0.058 mol), phenol (27.91 g, 0.297 mol) and sodium methoxide (0.2 g, 3.7 mmol) are charged into a three-necked flask equipped with a reflux condenser, a thermometer, an inlet tube for nitrogen, and a magnetic stirrer. The temperature is brought to 130° C., and after two hours the complete disappearance of the N,N'-diacetyloxamide is observed. The reaction mixture is then cooled and ethyl ether (30 ml) is added thereto. The compound of the title is separated from the reaction mixture by crystallization, recovered by filtration and recrystallized from absolute ethyl alcohol, yielding 4.5 g (18.6 mmol) of oxalic acid diphenyl ester with m.p. 132°-5° C.

後処理

  1. customequipped with a reflux condenser
  2. customis brought to 130° C.
  3. temperatureThe reaction mixture is then cooled
  4. customThe compound of the title is separated from the reaction mixture by crystallization
  5. filtrationrecovered by filtration
  6. customrecrystallized from absolute ethyl alcohol

出典と根拠

ORDレコード
ord-8ed2785cf2a44ea58b4351da9a105cf9
出典データセット
uspto-grants-1991_01
特許番号
US04981963

反応ノート

読み込み中…