3-Methoxycyclopent-2-en-1-one → HCID 11183063, compound

HRID 1006180Notes

Reaction equation

HRID 1006180 reaction equation
CO[C:3]1[CH2:7][CH2:6][C:5](=[O:8])[CH:4]=1.[CH2:9]([Mg]Cl)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1>C(OCC)(=O)C>[CH2:9]([C:3]1[CH2:7][CH2:6][C:5](=[O:8])[CH:4]=1)[CH2:10][C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

4

Reactant 2

HCID 6434763-Methoxycyclopent-2-en-1-oneHCID 178418865HCID 178418865, compound

Product 1

HCID 11183063HCID 11183063, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

The general procedure for the preparation of substrates using 3-methoxycyclopentenone (1.29 g, 11.5 mmol) and phenethylmagnesium chloride (23 mmol, 1M in THF) gave, after flash chromatography (4:1 hexanes:ethyl acetate), the title compound as a colorless liquid (2.01 g, 94%). Spectroscopic data were consistent with previously reported data for this compound.4

Workup

  1. customThe general procedure for the preparation of substrates
  2. customgave

Sources & evidence

ORD record
ord-99193911afa248078bc25bdf626ba25c
Source dataset
uspto-grants-2004_09
Patent number
US06787655B2

Reaction notes

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