Ethanol → HCID 67975039、化合物

HRID 2174475ノート

反応式

HRID 2174475 の反応式
[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH2:8]C2CCNCC2)=[CH:4][C:3]=1[N+:17]([O-])=O.O.O.[Sn](Cl)Cl.[CH3:25][CH2:26]O>>[Cl:1][C:2]1[CH:16]=[CH:15][C:5]([O:6][CH2:7][CH2:8][N:17]2[CH2:26][CH2:25][CH2:16][CH2:2][CH2:3]2)=[CH:4][C:3]=1[NH2:17]

参加物

4

反応物 3

HCID 702EthanolHCID 61436Stannous chloride dihydrateHCID 67974225HCID 67974225、化合物

生成物 1

HCID 67975039HCID 67975039、化合物収率 92%

反応条件

温度
60 °C

実験手順

4-(2-(4-chloro-3-nitrophenoxy)ethyl)piperidine (2.3 g, 8.1 mmol, 1 eq.) and tin (II) chloride dihydrate (9.1 g, 40.4 mmol, 5 eq.) were placed in EtOH (81 mL). The reaction mixture was heated at 60° C. and stirred for 19 hours. The reaction mixture was then concentrated under reduced pressure and the resulting residue was diluted with ethyl acetate. The organic phase was washed with a 1N NaOH aqueous solution, dried over MgSO4, filtered and concentrated under reduced pressure. The resulting residue was purified by column chromatography on silica gel to afford 2-chloro-5-(2-piperidinoethoxy)aniline (1.9 g, 92%).

後処理

  1. concentrationThe reaction mixture was then concentrated under reduced pressure
  2. additionthe resulting residue was diluted with ethyl acetate
  3. washThe organic phase was washed with a 1N NaOH aqueous solution
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated under reduced pressure
  7. customThe resulting residue was purified by column chromatography on silica gel

出典と根拠

ORDレコード
ord-085051d86bf84922a2c066a0655a764a
出典データセット
uspto-grants-2015_06
特許番号
US09061999B2

反応ノート

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