Sodium → 1-(4-Chlorobenzyl)-3,3-dimethyl-2-methoxycarbonylcyclopent-1-ene

HRID 846345Notes

Reaction equation

HRID 846345 reaction equation
[Cl:1][C:2]1[CH:19]=[CH:18][C:5]([CH:6]=[C:7]2[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[CH:8]2[C:14]([O:16][CH3:17])=[O:15])=[CH:4][CH:3]=1.[Na]>CO>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([CH2:6][C:7]2[CH2:11][CH2:10][C:9]([CH3:13])([CH3:12])[C:8]=2[C:14]([O:16][CH3:17])=[O:15])=[CH:18][CH:19]=1

Participants

4

Reactant 2

HCID 5360545SodiumHCID 542849081-(4-Chlorobenzylidene)-3,3-dimethyl-2-methoxycarbonylcyclopentane

Product 1

HCID 118327721-(4-Chlorobenzyl)-3,3-dimethyl-2-methoxycarbonylcyclopent-1-ene

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

The crude 1-(4-chlorobenzylidene)-3,3-dimethyl-2-methoxycarbonylcyclopentane obtained in Example 2 was refluxed in methanol (20 ml) containing dissolved sodium (0.3 g) for 15 minutes to give 1-(4-chlorobenzyl)-3,3-dimethyl-2-methoxycarbonylcyclopent-1-ene as an oil.

Workup

  1. additioncontaining

Sources & evidence

ORD record
ord-57048dd90c8c4e9d9c1ddbe918e293a5
Source dataset
uspto-grants-1992_08
Patent number
US05136081

Reaction notes

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