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

HRID 2396164노트

반응식

HRID 2396164 반응식
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]

참가 물질

3

반응물 1

HCID 22754Methyl 2-chloro-5-nitrobenzoate

생성물 1

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

시약·촉매·용매 1

HCID 23978Copper촉매

반응 조건

온도
220 °C

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-4aad5c7bf2b443c58cf51eb2b8b49134
출처 데이터셋
uspto-grants-1996_02
특허 번호
US05491200

반응 노트

불러오는 중…