Iodobenzene → Methyl 3,5-dinitro-4-phenylbenzoate

HRID 1605540ノート

反応式

HRID 1605540 の反応式
Cl[C:2]1[C:11]([N+:12]([O-:14])=[O:13])=[CH:10][C:5]([C:6]([O:8][CH3:9])=[O:7])=[CH:4][C:3]=1[N+:15]([O-:17])=[O:16].I[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>[Cu]>[N+:15]([C:3]1[CH:4]=[C:5]([CH:10]=[C:11]([N+:12]([O-:14])=[O:13])[C:2]=1[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1)[C:6]([O:8][CH3:9])=[O:7])([O-:17])=[O:16]

参加物

4

反応物 2

HCID 11575IodobenzeneHCID 96161Methyl 4-chloro-3,5-dinitrobenzoate

生成物 1

HCID 21546857Methyl 3,5-dinitro-4-phenylbenzoate

試薬・触媒・溶媒 1

HCID 23978Copper触媒

実験手順

A mixture of methyl 4-chloro-3,5-dinitrobenzoate (60 g), iodobenzene (36 ml) and copper powder (60 g) is stirred at 145°-155° C for 4-5 hours. After cooling, the resulting solids are extracted with three portions of boiling chloroform (each portion 150 ml), and the combined extracts are, after filtration, evaporated in vacuo. After trituration of the residue with methanol (150 ml) followed by recrystallization from 2-methoxyethanol, methyl 3,5-dinitro-4-phenylbenzoate is obtained with a melting point of 147.5°-148° C.

後処理

  1. temperatureAfter cooling
  2. extractionthe resulting solids are extracted with three portions of boiling chloroform (each portion 150 ml), and the combined extracts
  3. filtrationafter filtration
  4. customevaporated in vacuo
  5. customAfter trituration of the residue with methanol (150 ml) followed by recrystallization from 2-methoxyethanol

出典と根拠

ORDレコード
ord-dc5bb42f2fb24000b6eba0bb2dbf472e
出典データセット
uspto-grants-1976_04
特許番号
US03950380

反応ノート

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