Phenol → Diphenyl Oxalate

HRID 703247노트

반응식

HRID 703247 반응식
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

참가 물질

5

반응물 3

HCID 996PhenolHCID 3016168N,N'-Diacetyloxamide2회HCID 10942334Sodium Methoxide

생성물 1

HCID 18475Diphenyl Oxalate수율 502.7%

시약·촉매·용매 1

HCID 3283Diethyl Ether용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-8ed2785cf2a44ea58b4351da9a105cf9
출처 데이터셋
uspto-grants-1991_01
특허 번호
US04981963

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