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

HRID 268704노트

반응식

HRID 268704 반응식
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

참가 물질

7

반응물 3

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

생성물 1

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

시약·촉매·용매 3

HCID 4875Potassium Iodide촉매HCID 2631-Butanol용매HCID 8857Ethyl Acetate용매

반응 조건

온도
105 °C

실험 절차

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).

후처리

  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

출처 및 근거

ORD 기록
ord-94fe1cbe5b864289ae81f3f0848c2cf1
출처 데이터셋
uspto-grants-2008_11
특허 번호
US07446103B2

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