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Chloroform → 2-Piperidineacetic acid ethyl ester hydrochloride

HRID 1645238
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HRID 1645238 반응식
[N:1]1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9].C(Cl)(Cl)[Cl:14].C(Cl)Cl.CO>C(O)C.O=[Pt]=O>[ClH:14].[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9]
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참가 물질

6

반응물 3

HCID 6212Chloroform2회HCID 75960Ethyl 2-pyridylacetateHCID 21226129Dichloromethane methanol

생성물 1

HCID 242012202-Piperidineacetic acid ethyl ester hydrochloride

시약·촉매·용매 2

HCID 345198Adams' catalyst촉매HCID 702Ethanol용매

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온도
40 °C

실험 절차

Ethyl 2-(pyridin-2-yl)acetate (24.51 g, 148.4 mmol) was dissolved in ethanol (130 ml), and PtO2 (3.37 g, 14.84 mmol, 0.1 eq.) and chloroform (20 ml) were added. The suspension was stirred overnight under a H2 atmosphere (8 bar) at 40° C. According to TLC monitoring (silica gel, DCM/methanol 95:5), the reaction was incomplete, so that further chloroform (15 ml) was added and stirring was carried out for a further 2 d under a H2 atmosphere (8 bar) at 40° C. (TLC monitoring). After cooling, the catalyst was first removed by filtration over filtering earth and the filtrate was concentrated to dryness in vacuo. The ethyl 2-(piperidin-2-yl)acetate hydrochloride was used in the next stage without being purified further. Yield: 31.51 g, >100%

후처리

  1. additionwas added
  2. stirringstirring
  3. waitwas carried out for a further 2 d under a H2 atmosphere
  4. customat 40° C.
  5. temperatureAfter cooling
  6. customthe catalyst was first removed by filtration
  7. filtrationover filtering earth
  8. concentrationthe filtrate was concentrated to dryness in vacuo
  9. customwithout being purified further

출처 및 근거

ORD 기록
ord-dcc53eb7a1924931a6ec925ac4f78bef
출처 데이터셋
uspto-grants-2012_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08124624B2

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