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Cyclohexylamine → Ethyl 3-(cyclohexylamino)propanoate

HRID 12348
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인쇄 미리보기

반응식

HRID 12348 반응식
[CH:1]1([NH2:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:8]([O:10][C:11](=[O:15])[CH2:12][CH2:13]Cl)[CH3:9].C([O-])([O-])=O.[K+].[K+]>[I-].C([N+](CCCC)(CCCC)CCCC)CCC>[CH2:8]([O:10][C:11](=[O:15])[CH2:12][CH2:13][NH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:9]
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참가 물질

5

반응물 3

HCID 7965CyclohexylamineHCID 11430Potassium CarbonateHCID 69341Ethyl 3-chloropropionate

생성물 1

HCID 243063Ethyl 3-(cyclohexylamino)propanoate수율 72.3%

시약·촉매·용매 1

HCID 67553Tetrabutylammonium Iodide촉매

반응 조건

온도
80 °C

실험 절차

Cyclohexylamine (0.86 g, 8.7 mmol) and 3-chloro-propionic acid ethyl ester (1.18 g, 8.67 mmol) were combined neat and K2CO3 (1.2 g, 8.7 mmol) and a catalytic amount of tetrabutylammonium iodide (ca. 5 mg) was added. The mixture was heated at 80° C. overnight. The resulting mixture was then partitioned between water and dichloromethane. The organic layer was dried (MgSO4) and concentrated to afford 1.25 g (72%) of the title compound.

후처리

  1. customThe resulting mixture was then partitioned between water and dichloromethane
  2. dry with materialThe organic layer was dried (MgSO4)
  3. concentrationconcentrated

출처 및 근거

ORD 기록
ord-66ca2717a0e24c2293f8cef297ade30e
출처 데이터셋
uspto-grants-2010_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07728003B2

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