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HCID 86759177, 화합물 → 2-Pyrrolidinone,4-cyclopentyl-(9CI)

HRID 1169191
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HRID 1169191 반응식
C([O:3][C:4](=O)[CH2:5][CH:6]([CH2:12][N:13]=[N+]=[N-])[CH:7]1[CH2:11][CH2:10][CH2:9][CH2:8]1)C>CO.[Ni]>[CH:7]1([CH:6]2[CH2:12][NH:13][C:4](=[O:3])[CH2:5]2)[CH2:11][CH2:10][CH2:9][CH2:8]1
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참가 물질

4

반응물 1

HCID 86759177HCID 86759177, 화합물

생성물 1

HCID 121151672-Pyrrolidinone,4-cyclopentyl-(9CI)수율 58.6%

시약·촉매·용매 2

HCID 935Nickel촉매HCID 887Methanol용매

실험 절차

Preparation of 4-Cyclopentyl-pyrrolidin-2-one—A solution of 3-azidomethyl-3-cyclopentyl-propionic acid ethyl ester (3.7 g, 16.7 mmol) in 50 mL of MeOH is treated with Raney Nickel under an H2 atmosphere at room temperature. When the theoretical amount of H2 is taken up, the catalyst is removed by filtration and MeOH is evaporated. The remaining solid is recrystallized from hexanes to give 1.5 g (58% yield) of 4-cyclopentyl-pyrrolidin-2-one; mp=117-119° C. NMR (1H, 400 MHz, CDCl3) δ1.1 (2H, m); 1.4-1.6 (4H, m); 1.7 (3H, m); 2.1 (1H, m); 2.3 (1H, m); 2.4 (1H, m); 3.05 (1H, dd); 3.4 (1H, dd). Analysis for C9H15NO: Calculated: C,70.55; H,9.87; N,9.14. Found: C, 70.80; H,9.47; N,9.09.

후처리

  1. customthe catalyst is removed by filtration and MeOH
  2. customis evaporated
  3. customThe remaining solid is recrystallized from hexanes

출처 및 근거

ORD 기록
ord-f31cf20ffb114ad4b0c41d0bde2fc8c4
출처 데이터셋
uspto-grants-2003_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06627771B1

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