2-Cyclopenten-1-one → 3-Methoxybicyclo[4,3,0]non-3-en-7-one

HRID 462779

Reaction equation

HRID 462779 reaction equation
[CH3:1][O:2][C:3]([CH:5]=[CH2:6])=[CH2:4].[C:7]1(=[O:12])[CH2:11][CH2:10][CH:9]=[CH:8]1>C1(C=CC(O)=CC=1)O>[CH3:1][O:2][C:3]1[CH2:4][CH:10]2[CH:11]([CH2:6][CH:5]=1)[C:7](=[O:12])[CH2:8][CH2:9]2

Participants

4

Reactant 2

HCID 135882-Cyclopenten-1-oneHCID 993382-Methoxy-1,3-butadiene

Product 1

HCID 132409973-Methoxybicyclo[4,3,0]non-3-en-7-oneYield 21.7%

Reagents, catalysts & solvents 1

HCID 785HydroquinoneCatalyst

Procedure

2-Methoxybutadiene (69.9 g), 2-cyclopentenone (68.22 g) and hydroquinone (0.2 g) were heated together at 190° C. for 2 hours. The product was then distilled in vacuo, to give 3-methoxybicyclo[4,3,0]non-3-en-7-one (30 g), b.p. 74°-92° C./1.5 mmHg.

Workup

  1. distillationThe product was then distilled in vacuo

Sources & evidence

ORD record
ord-c7e6cbd592c8491684393f7ab8fc6177
Source dataset
uspto-grants-1985_05
Patent number
US04517202

Linked notes

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