Water → Methyl 2-(4-methoxycarbonylphenoxy)-5-nitrobenzoate

HRID 2085481노트

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HRID 2085481 반응식
[OH:1][C:2]1[CH:11]=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][CH:3]=1.Cl[C:13]1[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][C:14]=1[C:15]([O:17][CH3:18])=[O:16].C(=O)([O-])[O-].[K+].[K+].O>CN(C)C=O>[CH3:9][O:8][C:6]([C:5]1[CH:4]=[CH:3][C:2]([O:1][C:13]2[CH:22]=[CH:21][C:20]([N+:23]([O-:25])=[O:24])=[CH:19][C:14]=2[C:15]([O:17][CH3:18])=[O:16])=[CH:11][CH:10]=1)=[O:7]

참가 물질

6

반응물 4

HCID 962WaterHCID 7456MethylparabenHCID 11430Potassium CarbonateHCID 22754Methyl 2-chloro-5-nitrobenzoate

생성물 1

HCID 22731355Methyl 2-(4-methoxycarbonylphenoxy)-5-nitrobenzoate수율 87.8%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

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온도
80 °C

실험 절차

To a solution of 35.5 g of methyl 4-hydroxybenzoate and 50.2 g of methyl 2-chloro-5-nitrobenzoate dissolved in 500 ml of N,N-dimethylformamide (DMF), was added 48.4 g of anhydrous potassium carbonate, and the mixture was stirred for 3 hours at 80° C. Water was added to the reaction mixture and the whole was extracted with ethyl acetate. The organic layer was washed with saturated brine, and was dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The obtained crude product was recrystallized from methanol to yield 67.7 g of methyl 2-(4-methoxycarbonylphenoxy)-5-nitrobenzoate (melting point: 103-105° C.) (Reaction Scheme (24) described below).

후처리

  1. extractionthe whole was extracted with ethyl acetate
  2. washThe organic layer was washed with saturated brine
  3. dry with materialwas dried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure
  5. customThe obtained crude product
  6. customwas recrystallized from methanol

출처 및 근거

ORD 기록
ord-e4db2bc229bc4207b632ad4607018728
출처 데이터셋
uspto-grants-2004_04
특허 번호
US06720424B1

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