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2-(2,5-Dimethoxy-phenyl)-cyclopent-1-enecarboxylic acid ethyl ester → 2-(2,5-Dimethoxy-phenyl)-cyclopentanecarboxylic acid ethyl ester

HRID 418921
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인쇄 미리보기

반응식

HRID 418921 반응식
[CH2:1]([O:3][C:4]([C:6]1[CH2:10][CH2:9][CH2:8][C:7]=1[C:11]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:12]=1[O:19][CH3:20])=[O:5])[CH3:2]>CO.C(=O)(O)[O-].[Na+].[Pt]=O>[CH2:1]([O:3][C:4]([CH:6]1[CH2:10][CH2:9][CH2:8][CH:7]1[C:11]1[CH:16]=[C:15]([O:17][CH3:18])[CH:14]=[CH:13][C:12]=1[O:19][CH3:20])=[O:5])[CH3:2]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 1

HCID 121253312-(2,5-Dimethoxy-phenyl)-cyclopent-1-enecarboxylic acid ethyl ester

생성물 1

HCID 666519992-(2,5-Dimethoxy-phenyl)-cyclopentanecarboxylic acid ethyl ester수율 89.8%

시약·촉매·용매 3

HCID 82844Platinum oxide (PtO)촉매HCID 887Methanol용매HCID 516892Sodium Bicarbonate용매

실험 절차

Dissolve 2-(2,5-dimethoxy-phenyl)-cyclopent-1-enecarboxylic acid ethyl ester (5 g, 18 mmol) in methanol (150 ml) exchange with N2 3×, add platinum oxide (1.6 g 7.2 mmol), add 60 psi of H2 for 24 hours at room temperature. Filter off catalyst, concentrate the filtrate to give the title compound (4.5 g, 89%): 1H NMR (CDCl3) δ 6.77-6.67 (m, 3H), 3.81 (s, 3H), 3.74 (s, 3H), 3.71-3.57 (m, 3H), 3.32-3.27 (m, 1H), 2.13-1.96 (m, 4H), 1.89-1.83 (m, 1H), 1.70-1.62 (m, 1H), 0.83-0.79 (t, 3H).

후처리

  1. additionadd 60 psi of H2 for 24 hours at room temperature
  2. filtrationFilter off catalyst
  3. concentrationconcentrate the filtrate

출처 및 근거

ORD 기록
ord-267dbae1798f4b0eb8b9194934d9e8ad
출처 데이터셋
uspto-grants-2012_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08093302B2

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