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Ethyl diazoacetate → HCID 45098996, 화합물

HRID 2053615
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HRID 2053615 반응식
[CH:1]1([CH:6]([OH:8])[CH3:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[N+](=[CH:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N-]>ClCCl.CCCCCCC.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.[Rh].[Rh]>[CH2:15]([O:14][C:12](=[O:13])[CH2:11][O:8][CH:6]([CH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1)[CH3:7])[CH3:16]
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참가 물질

6

반응물 2

HCID 12192Ethyl diazoacetateHCID 954341-Cyclopentylethanol

생성물 1

HCID 45098996HCID 45098996, 화합물수율 44.8%

시약·촉매·용매 3

HCID 423677Acetic acid, rhodium salt (4:2)촉매HCID 6344Dichloromethane용매HCID 8900Heptane용매

실험 절차

To a solution of 1-cyclopentylethan-1-ol (1.14 g, 10.0 mmol) in dichloromethane (20 mL) is added rhodium (II) acetate dimer (10 mg) followed by ethyl diazoacetate (0.95 mL, 9.03 mmol). The reaction mixture is stirred at rt for 0.5 h. The reaction mixture is diluted with heptane, and filtered. The filtrate is evaporated, and the residue is purified by chromatography on silica gel; elution with EtOAc:heptane (1:9) gives 0.81 g of the product 452. 1H NMR (CDCl3) δ 4.30-4.15 (m, 2H), 4.09 (d, 2H), 3.25-3.15 (m, 1H), 2.00-1.78 (m, 2H), 1.75-1.35 (m, 6H), 1.29 (t, 3H), 1.15 (d, 3H)

후처리

  1. filtrationfiltered
  2. customThe filtrate is evaporated
  3. customthe residue is purified by chromatography on silica gel
  4. washelution with EtOAc:heptane (1:9)

출처 및 근거

ORD 기록
ord-79efbe69c7f14c9c89d958e1be471551
출처 데이터셋
uspto-grants-2008_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07326792B2

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