Potassium Carbonate → Ethyl 4-(3-(1-methylpiperidin-3-yl)phenylamino)-3-nitrobenzoate

HRID 324737

반응식

HRID 324737 반응식
Cl[C:2]1[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=1[N+:13]([O-:15])=[O:14].[CH3:16][N:17]1[CH2:22][CH2:21][CH2:20][CH:19]([C:23]2[CH:24]=[C:25]([CH:27]=[CH:28][CH:29]=2)[NH2:26])[CH2:18]1.C(=O)([O-])[O-].[K+].[K+]>>[CH3:16][N:17]1[CH2:22][CH2:21][CH2:20][CH:19]([C:23]2[CH:24]=[C:25]([NH:26][C:2]3[CH:12]=[CH:11][C:5]([C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:4][C:3]=3[N+:13]([O-:15])=[O:14])[CH:27]=[CH:28][CH:29]=2)[CH2:18]1

참가 물질

4

반응물 3

HCID 11430Potassium CarbonateHCID 1268247Ethyl 4-chloro-3-nitrobenzoateHCID 22741929HCID 22741929, 화합물

생성물 1

HCID 22741906Ethyl 4-(3-(1-methylpiperidin-3-yl)phenylamino)-3-nitrobenzoate수율 98%

반응 조건

온도
70 °C

실험 절차

A mixture of 1c (5.7 g, 25 mmol), 2j (3.8 g, 20 mmol) and potassium carbonate (3.45 g, 25 mmol) was heated to 70° C. under a stream of nitrogen. The resulting melt was stirred at 70° C. overnight. The reaction mixture was partitioned between water and ethyl acetate and the organic phase was extracted with diluted hydrochloric acid (4M). The aqueous phase was rendered alkaline by addition of aqueous sodium hydroxide (4M) and extracted with ethyl acetate. The organic phase was dried over sodium sulfate and the solvent was removed under reduced pressure to leave ethyl 4-(3-(1-methylpiperidin-3-yl)phenylamino)-3-nitrobenzoate (7.5 g, 98%) as an oil.

후처리

  1. customThe reaction mixture was partitioned between water and ethyl acetate
  2. extractionthe organic phase was extracted with diluted hydrochloric acid (4M)
  3. additionby addition of aqueous sodium hydroxide (4M)
  4. extractionextracted with ethyl acetate
  5. dry with materialThe organic phase was dried over sodium sulfate
  6. customthe solvent was removed under reduced pressure

출처 및 근거

ORD 기록
ord-1d471ddf64eb42a2b9b033a10de4e4a2
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218547B1

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