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

HRID 1386254ノート

反応式

HRID 1386254 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 6422Trifluoroacetic acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-53e7ea3d82414fff88c4d1ceaaa817a0
出典データセット
uspto-grants-2001_07
特許番号
US06265411B1

反応ノート

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