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

HRID 52045
ノート
印刷プレビュー

反応式

HRID 52045 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

HCID 8082PiperidineHCID 172865-Chloro-2-nitrobenzoic acid

生成物 1

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

試薬・触媒・溶媒 1

HCID 31374Dimethylacetamide溶媒

反応条件

温度
120 °C

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-e548eecaff784fc8846e4a93534b5491
出典データセット
uspto-grants-1997_04
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05616582

反応ノート

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