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Triethylamine → 1-[N-Methyl[2-(4-methoxyphenyloxy)ethyl]carbamoyl]-2-oxopyrrolidine

HRID 1110781
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HRID 1110781 반응식
[O:1]=[C:2]1[CH2:6][CH2:5][CH2:4][N:3]1[C:7](OC1C=CC=CC=1)=[O:8].Br.[CH3:17][O:18][C:19]1[CH:24]=[CH:23][C:22]([O:25][CH2:26][CH2:27][NH:28][CH3:29])=[CH:21][CH:20]=1.C(N(CC)CC)C.C(OCC)(=O)C>CC(N(C)C)=O>[CH3:29][N:28]([CH2:27][CH2:26][O:25][C:22]1[CH:23]=[CH:24][C:19]([O:18][CH3:17])=[CH:20][CH:21]=1)[C:7]([N:3]1[CH2:4][CH2:5][CH2:6][C:2]1=[O:1])=[O:8]
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참가 물질

6

반응물 4

HCID 8471TriethylamineHCID 8857Ethyl AcetateHCID 144410901-Phenoxycarbonyl-2-oxopyrrolidineHCID 197698602-(4-methoxyphenyloxy)ethyl-N-methylamine hydrobromide

생성물 1

HCID 144411451-[N-Methyl[2-(4-methoxyphenyloxy)ethyl]carbamoyl]-2-oxopyrrolidine수율 88.8%

시약·촉매·용매 1

HCID 31374
Dimethylacetamide
용매

실험 절차

A mixture of 1.87 g (9.13 mmol) of 2-oxo-1-phenoxycarbonylpyrrolidine (II), 2.39 g (9.13 mmol) of 2-(4-methoxyphenyloxy)ethyl-N-methylamine hydrobromide and 2.30 g (22.8 mmol) of triethylamine in 0.5 ml of DMA was heated at 115°-125° C. for 6.5 hr. and ethyl acetate was added to the reaction solution. The mixture was washed with aqueous NaHCO3 and water, and dried, then the solvent was distilled off. The residue was refined by silica gel column chromatography, whereby 2.37 g of an oily compound (I a-41) was obtained from the eluate with toluene/ethyl acetate (5/1-3/1 v/v). Yield: 88.8%

후처리

  1. temperaturewas heated at 115°-125° C. for 6.5 hr
  2. washThe mixture was washed with aqueous NaHCO3 and water
  3. customdried
  4. distillationthe solvent was distilled off

출처 및 근거

ORD 기록
ord-4bb2365c0ea741c48305399dc3df404f
출처 데이터셋
uspto-grants-1990_12
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US04977167

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