Water → N-((6-Chloropyridin-3-yl)methyl)ethanamine

HRID 1043517

반응식

HRID 1043517 반응식
[CH2:1]([NH2:3])[CH3:2].[Cl:4][C:5]1[CH:10]=[CH:9][C:8]([CH2:11]Cl)=[CH:7][N:6]=1.O>C(#N)C>[Cl:4][C:5]1[N:6]=[CH:7][C:8]([CH2:11][NH:3][CH2:1][CH3:2])=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 962WaterHCID 6341EthylamineHCID 1554792-Chloro-5-(chloromethyl)pyridine

생성물 1

HCID 11137568N-((6-Chloropyridin-3-yl)methyl)ethanamine수율 82%

시약·촉매·용매 1

HCID 6342Acetonitrile용매2회

실험 절차

65-70% ethylamine solution (70 g, 1 mol), acetonitrile 50 mL were added into a three necked round bottom flask mounted with pressure-equalizing dropping funnel and thermometer. The solution was stirred in ice bath for 15 min to control the temperature near 0° C. Then, 2-chloro-5-(chloromethyl)pyridine (16.10 g, 0.10 mol) in 25 ml acetonitrile was added by pressure-equalizing dropping funnel in 3.5 hrs with a speed of 3 drop/min. After completion, water was added and the reaction mixture was extracted with DCM. The organic phase was collected, thereby obtaining 14 g N-((6-chloropyridin-3-yl)methyl)ethanamine as oil with 70% yield. GC-MS: m/z (%)=170 ([M]+, 20), 155 (80), 126 (100), 114 (10), 90 (12).

후처리

  1. customnear 0° C
  2. customin 3.5 hrs
  3. extractionthe reaction mixture was extracted with DCM
  4. customThe organic phase was collected

출처 및 근거

ORD 기록
ord-b876dec04b244e549a3a926ab8567df2
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08563546B2

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