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

HRID 649101

反応式

HRID 649101 の反応式
[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]

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒2 回

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0163eb75d2e140ad9b70145fd06dc0e6
出典データセット
uspto-grants-1988_04
特許番号
US04738711

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