Methyl 2-chloro-5-nitrobenzoate → Methyl 2-(2-methoxycarbonyl-4-nitrophenyl)-5-nitrobenzoate

HRID 2396164ノート

反応式

HRID 2396164 の反応式
Cl[C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5]>[Cu]>[C:4]([C:3]1[CH:8]=[C:9]([N+:12]([O-:14])=[O:13])[CH:10]=[CH:11][C:2]=1[C:2]1[CH:11]=[CH:10][C:9]([N+:12]([O-:14])=[O:13])=[CH:8][C:3]=1[C:4]([O:6][CH3:7])=[O:5])([O:6][CH3:7])=[O:5]

参加物

3

反応物 1

HCID 22754Methyl 2-chloro-5-nitrobenzoate

生成物 1

HCID 420884Methyl 2-(2-methoxycarbonyl-4-nitrophenyl)-5-nitrobenzoate収率 45%

試薬・触媒・溶媒 1

HCID 23978Copper触媒

反応条件

温度
220 °C

実験手順

A mixture of methyl 2-chloro-5-nitrobenzoate (66.5 g, 0.309 mol) and sand (200 g) is added to a 500 ml, three-necked round-bottom flask equipped with an overhead stirrer, condenser and a nitrogen inlet tube. After the mixture is heated to 220° C. under nitrogen with stirring, activated copper (50.0 g) is added gradually during 1 hour. The reaction mixture is stirred at 220° C. under nitrogen for another 3 hours, and the mixture is then extracted with boiling acetone, and filtered while hot to remove copper and sand. The acetone is thereafter removed from the filtrate under reduced pressure. The residue is recrystallized from methanol two times to yield 45 percent of yellow crystals: mp 176.5°-177.0° C.

後処理

  1. additionis added to a 500 ml, three-necked round-bottom flask
  2. customequipped with an overhead stirrer, condenser and a nitrogen inlet tube
  3. stirringThe reaction mixture is stirred at 220° C. under nitrogen for another 3 hours
  4. extractionthe mixture is then extracted with boiling acetone
  5. filtrationfiltered while hot
  6. customto remove copper and sand
  7. customThe acetone is thereafter removed from the filtrate under reduced pressure
  8. customThe residue is recrystallized from methanol two times

出典と根拠

ORDレコード
ord-4aad5c7bf2b443c58cf51eb2b8b49134
出典データセット
uspto-grants-1996_02
特許番号
US05491200

反応ノート

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