Diethyl Ether → HCID 20547154, compound

HRID 2286455Notes

Reaction equation

HRID 2286455 reaction equation
[C:1]([O:6]C)(=[O:5])[C:2]([CH3:4])=[CH2:3].[N+:8](=[CH2:10])=[N-:9].[CH3:11]COCC>>[CH3:11][CH:10]1[CH2:3][C:2]([CH3:4])([C:1]([OH:6])=[O:5])[N:9]=[N:8]1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 6658Methyl MethacrylateHCID 9550Diazomethane

Product 1

HCID 20547154HCID 20547154, compound

Procedure

A solution of 10 g of methyl methacrylate in 100 ml of ether is treated with an excess of ethereal diazomethane for about 16 hours. The ether is removed in vacuo to give 12.5 g of the title compound as an oil. Examination of the oil on thin layer chromatography silica gel plates using 40% ethyl acetate/hexane shows a single spot at Rf =0.34, visualized with phosphomolybdic acid plus heat. The oil has the following spectral characteristics: NMR(13C,CDCl3 ppm), 170.9(C-1), 94.1(C-2), 28.0(C-3), 77.1(C-4), 21.1(C-5), 52.3(C-6), IR(neat), 5.78μ(CO2CH3), 6.5μ(N=N). ##STR23##

Workup

  1. customThe ether is removed in vacuo

Sources & evidence

ORD record
ord-c57d6520c21244178394eab4a5ca7f64
Source dataset
uspto-grants-1981_05
Patent number
US04266065

Reaction notes

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