2,4,5-Trichlorophenol → Ethyl 5(2,4,5-trichlorophenoxy)-2-nitrobenzoate

HRID 358194

반응식

HRID 358194 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[OH:10].[H-].[Na+].[CH2:13]([O:15][C:16](=[O:27])[C:17]1[CH:22]=[C:21](Cl)[CH:20]=[CH:19][C:18]=1[N+:24]([O-:26])=[O:25])[CH3:14]>CC(N(C)C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[C:5]([Cl:9])=[CH:4][C:3]=1[O:10][C:21]1[CH:20]=[CH:19][C:18]([N+:24]([O-:26])=[O:25])=[C:17]([CH:22]=1)[C:16]([O:15][CH2:13][CH3:14])=[O:27]

참가 물질

5

반응물 3

HCID 72712,4,5-TrichlorophenolHCID 24758Sodium hydrideHCID 603450Ethyl 5-chloro-2-nitrobenzoate

생성물 1

HCID 21287084Ethyl 5(2,4,5-trichlorophenoxy)-2-nitrobenzoate수율 38.8%

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매2회

반응 조건

온도
120 °C

실험 절차

2,4,5-Trichlorophenol (20 g) in dry dimethylacetamide (40 ml) was treated with sodium hydride (5.28 g of 50% dispersion in oil) in portions and the resulting mixture heated to 120° C. Ethyl-5-chloro-2-nitrobenzoate (16.5 g) was added in solution in dry dimethylacetamide (60 ml) and the mixture heated at 160° C. for ten hours. The solvent was removed and the residue washed with water and extracted with ether. The ether solution was extracted with ether. The ether solution was evaporated. The remaining oil solidified and was recrystallised from ethanol to give ethyl 5(2,4,5-trichlorophenoxy)-2-nitrobenzoate (10.9 g) with a melting point of 99°-102° C.

후처리

  1. temperaturethe mixture heated at 160° C. for ten hours
  2. customThe solvent was removed
  3. washthe residue washed with water
  4. extractionextracted with ether
  5. extractionThe ether solution was extracted with ether
  6. customThe ether solution was evaporated
  7. customThe remaining oil solidified and was recrystallised from ethanol

출처 및 근거

ORD 기록
ord-61b2158dbd114476afce0389eb0a81b9
출처 데이터셋
uspto-grants-1984_08
특허 번호
US04465508

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