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Pyrrolidine → Ethyl 2-phenyl-2-(pyrrolidin-1-yl)acetate

HRID 404629
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반응식

HRID 404629 반응식
Br[CH:2]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:3]([O:5][CH2:6][CH3:7])=[O:4].CC[N:16]([CH:20]([CH3:22])C)[CH:17]([CH3:19])C.N1CCCC1>C(#N)C>[C:8]1([CH:2]([N:16]2[CH2:17][CH2:19][CH2:22][CH2:20]2)[C:3]([O:5][CH2:6][CH3:7])=[O:4])[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1
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참가 물질

5

반응물 3

HCID 31268PyrrolidineHCID 81531DiisopropylethylamineHCID 97780Ethyl bromophenylacetate

생성물 1

HCID 3568733Ethyl 2-phenyl-2-(pyrrolidin-1-yl)acetate수율 109.8%

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

Ethyl 2-bromo-2-phenylacetate (0.22 ml, 1.23 mmol) was dissolved in acetonitrile (4.0 ml). DIPEA (0.26 ml, 1.48 mmol) and pyrrolidine (0.12 ml, 1.48 mmol) were sequentially added and the solution was stirred at room temperature for 1.5 hours. Acetonitrile was evaporated and the residue was purified by flash chromatography (petroleum ether/EtOAc=9/1) to obtain ethyl 2-phenyl-2-(pyrrolidin-1-yl)acetate (315 mg, quantitative yield) as a colorless oil.

후처리

  1. customAcetonitrile was evaporated
  2. customthe residue was purified by flash chromatography (petroleum ether/EtOAc=9/1)

출처 및 근거

ORD 기록
ord-6042ede0df6a4d68b0a5cbaac566f561
출처 데이터셋
uspto-grants-2014_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08748613B2

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