Nitric Acid → 5-Methoxy-4-(3-morpholinopropoxy)-2-nitrobenzoic acid

HRID 1386254노트

반응식

HRID 1386254 반응식
[N+:1]([O-:4])(O)=[O:2].[CH3:5][O:6][C:7]1[CH:8]=[C:9]([CH:13]=[CH:14][C:15]=1[O:16][CH2:17][CH2:18][CH2:19][N:20]1[CH2:25][CH2:24][O:23][CH2:22][CH2:21]1)[C:10]([OH:12])=[O:11]>C(O)(C(F)(F)F)=O>[CH3:5][O:6][C:7]1[C:15]([O:16][CH2:17][CH2:18][CH2:19][N:20]2[CH2:21][CH2:22][O:23][CH2:24][CH2:25]2)=[CH:14][C:13]([N+:1]([O-:4])=[O:2])=[C:9]([CH:8]=1)[C:10]([OH:12])=[O:11]

참가 물질

4

반응물 2

HCID 944Nitric AcidHCID 216992843-Methoxy-4-(3-morpholinopropoxy)benzoic acid

생성물 1

HCID 216992955-Methoxy-4-(3-morpholinopropoxy)-2-nitrobenzoic acid수율 94.3%

시약·촉매·용매 1

HCID 6422Trifluoroacetic acid용매

실험 절차

Fuming nitric acid (1.5 ml, 36.2 mmol) was added slowly at 0° C. to a solution of 3-methoxy-4-(3-morpholinopropoxy)benzoic acid (7.78 g, 23.5 mmol) in TFA (25 ml). The cooling bath was removed and the reaction mixture stirred at ambient temperature for 1 hour. The TFA was removed by evaporation and ice was added to the residue. The precipitate was collected by filtration, washed with a minimum of water followed by toluene and ether. The solid was dried under vacuum over phosphorus pentoxide to give 5-methoxy-4-(3-morpholinopropoxy)-2-nitrobenzoic acid (7.54 g) which was used without flirther purification.

후처리

  1. customThe cooling bath was removed
  2. customThe TFA was removed by evaporation and ice
  3. additionwas added to the residue
  4. filtrationThe precipitate was collected by filtration
  5. washwashed with a minimum of water
  6. dry with materialThe solid was dried under vacuum over phosphorus pentoxide

출처 및 근거

ORD 기록
ord-53e7ea3d82414fff88c4d1ceaaa817a0
출처 데이터셋
uspto-grants-2001_07
특허 번호
US06265411B1

반응 노트

불러오는 중…