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Triethylamine → tert-Butyl 2-oxo-4-propyl-1-pyrrolidinecarboxylate

HRID 1453913
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HRID 1453913 반응식
C(N(CC)CC)C.[C:8]([O:15]C([O-])=O)([O:10][C:11]([CH3:14])([CH3:13])[CH3:12])=O.CN(C1C=CC=CN=1)C.[CH2:28]([CH:31]1[CH2:35][NH:34][C:33](=[O:36])[CH2:32]1)[CH2:29][CH3:30]>C(Cl)Cl>[O:36]=[C:33]1[CH2:32][CH:31]([CH2:28][CH2:29][CH3:30])[CH2:35][N:34]1[C:8]([O:10][C:11]([CH3:12])([CH3:13])[CH3:14])=[O:15]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 218852-DimethylaminopyridineHCID 141781004-Propylpyrrolidin-2-oneHCID 22064466Tert-butyldicarbonate

생성물 1

HCID 22928663tert-Butyl 2-oxo-4-propyl-1-pyrrolidinecarboxylate수율 61.9%

시약·촉매·용매 1

HCID 6344Dichloromethane
용매

실험 절차

Triethylamine (81.4 ml, 10 mmol), tert-butyl dicarbonate (4.2 g, 19.2 mmol) and dimethylaminopyridine (1.18 g, 9.58 mmol) were added to a solution of 4-propyl-2-pyrrolidinone (1.22 g, 9.59 mmol) in methylene chloride (20 ml) and the mixture was stirred at room temperature for 12 hours. After distilling off the solvent under reduced pressure, the residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate) to yield the title compound (1.35 g) as a colorless oil. 1H-NMR (CDCl3) δ(ppm) 0.93 (3H, t, J=7.2 Hz), 1.28-1.50 (4H, m), 1.52 (9H, s), 2.14-2.32 (2H, m), 2.61 (1H, dd, J=15.0 Hz, 7.0 Hz), 3.30 (1H, dd, J=10.8 Hz, 7.2 Hz), 3.87 (1H, dd, J=10.8 Hz, 8.0 Hz)

후처리

  1. distillationAfter distilling off the solvent under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (solvent: n-hexane-ethyl acetate)

출처 및 근거

ORD 기록
ord-40dde02bd733489eb331db95ae1d12df
출처 데이터셋
uspto-grants-2009_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07476688B2

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