Piperidine → Ethyl 4-(3-Piperidin-1-ylpropoxy)benzoate

HRID 268704ノート

反応式

HRID 268704 の反応式
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:16]=[CH:15][C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:8][CH:7]=1.[NH:17]1[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC.CCOC(C)=O.[I-].[K+]>[N:17]1([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:16]=[CH:15][C:9]([C:10]([O:12][CH2:13][CH3:14])=[O:11])=[CH:8][CH:7]=2)[CH2:22][CH2:21][CH2:20][CH2:19][CH2:18]1

参加物

7

反応物 3

HCID 8082PiperidineHCID 10340Sodium CarbonateHCID 18348522Ethyl 4-(3-chloropropoxy)benzoate

生成物 1

HCID 17986307Ethyl 4-(3-Piperidin-1-ylpropoxy)benzoate

試薬・触媒・溶媒 3

HCID 4875Potassium Iodide触媒HCID 2631-Butanol溶媒HCID 8857Ethyl Acetate溶媒

反応条件

温度
105 °C

実験手順

A stirred mixture of ethyl 4-(3-chloropropoxy)benzoate (70.0 g), piperidine (43.35 ml), sodium carbonate (45.36 g) and potassium iodide (2.37 g) in 1-butanol (650 ml) was heated at 105° C. for 16 h. The reaction was cooled to rt, diluted with EtOAc (1600 ml), washed with water (3×700 ml), saturated brine (700 ml), dried (MgSO4) and evaporated to give the title compound (D1) (82.57 g) which displayed MS and 1H NMR spectra that were identical to those of the product obtained by D1 (Method A).

後処理

  1. temperatureThe reaction was cooled to rt
  2. washwashed with water (3×700 ml), saturated brine (700 ml)
  3. dry with materialdried (MgSO4)
  4. customevaporated

出典と根拠

ORDレコード
ord-94fe1cbe5b864289ae81f3f0848c2cf1
出典データセット
uspto-grants-2008_11
特許番号
US07446103B2

反応ノート

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