Sodium Carbonate → HCID 20305135, compound

HRID 866577Notes

Reaction equation

HRID 866577 reaction equation
Cl[C:2]1([CH2:10][C:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=2[CH2:17][CH2:18][CH2:19][C:20]([O:22][CH3:23])=[O:21])[C:7](=[O:8])[CH2:6][CH2:5][CH2:4]C1=O.C([O-])([O-])=O.[Na+].[Na+]>C1(C)C(C)=CC=CC=1>[C:20]([CH2:19][CH2:18][CH2:17][C:12]1[CH:13]=[CH:14][CH:15]=[CH:16][C:11]=1[CH2:10][C:2]1[C:7](=[O:8])[CH2:6][CH2:5][CH:4]=1)([O:22][CH3:23])=[O:21]

Participants

4

Reactant 2

HCID 10340Sodium CarbonateHCID 20305137HCID 20305137, compound

Product 1

HCID 20305135HCID 20305135, compoundYield 141.2%

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

A mixture of 10 g (0.026 mol) of 2-chloro-2-[2-(3-carbomethoxypropyl)benzyl]-1,3-cyclohexanedione, VIIIb and 18.5 g (0.175 mol) of anhydrous Na2CO3 was refluxed in 200 ml xylene for 2 hours. Filtration and evaporation gave a brown oil (10 g). Evaporative distillation at 175° C/0.2 mm gave 6 g of a pale yellow oil. This was chromatographed on silica gel and eluted with 7:3 v:v CCl4 :acetone. Like fractions were combined to give 4.1 g of the keto ester IXb as a pale yellow oil.

Workup

  1. filtrationFiltration and evaporation

Sources & evidence

ORD record
ord-f600848b0e044a20bdd7e842d3c02768
Source dataset
uspto-grants-1978_07
Patent number
US04100185

Reaction notes

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