Piperidine → 2-Nitro-5-(piperidin-1-yl)benzoic acid

HRID 1079351

반응식

HRID 1079351 반응식
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:11]([O-:13])=[O:12])=[C:6]([CH:10]=1)[C:7]([OH:9])=[O:8].[NH:14]1[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]1>CC(N(C)C)=O>[N+:11]([C:5]1[CH:4]=[CH:3][C:2]([N:14]2[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:10][C:6]=1[C:7]([OH:9])=[O:8])([O-:13])=[O:12]

참가 물질

4

반응물 2

HCID 8082PiperidineHCID 172865-Chloro-2-nitrobenzoic acid

생성물 1

HCID 144593312-Nitro-5-(piperidin-1-yl)benzoic acid

시약·촉매·용매 1

HCID 31374Dimethylacetamide용매

반응 조건

온도
120 °C

실험 절차

A mixture of 5-chloro-2-nitrobenzoic acid (13.7 g), piperidine (27 ml) and DMA (100 ml) was stirred and heated to 120° C. for 18 hours. The mixture was evaporated. The residue was dissolved in water and the solution was basified to pH10 by the addition of 2N aqueous sodium hydroxide solution. The solution was extracted with ethyl acetate. The aqueous layer was acidified to pH2 by the addition of concentrated hydrochloric acid and extracted with ethyl acetate. The organic layer was dried (MgSO4) and evaporated to give 2-nitro-5-piperidinobenzoic acid (16.25 g), m.p. 130°-140° C.

후처리

  1. customThe mixture was evaporated
  2. dissolutionThe residue was dissolved in water
  3. additionthe solution was basified to pH10 by the addition of 2N aqueous sodium hydroxide solution
  4. extractionThe solution was extracted with ethyl acetate
  5. additionThe aqueous layer was acidified to pH2 by the addition of concentrated hydrochloric acid
  6. extractionextracted with ethyl acetate
  7. dry with materialThe organic layer was dried (MgSO4)
  8. customevaporated

출처 및 근거

ORD 기록
ord-d93b6e40682649339e2f5f6501b5933a
출처 데이터셋
uspto-grants-1996_12
특허 번호
US05580870

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