Methyl 3-methyl-2-butenoate → HCID 53981980, compound

HRID 1856501Notes

Reaction equation

HRID 1856501 reaction equation
[Li].[CH3:2][O:3][C:4](=[O:9])[CH:5]=[C:6]([CH3:8])[CH3:7].[N+:10]([CH:13]=[C:14]([CH3:17])[CH:15]=[CH2:16])([O-:12])=[O:11]>C1COCC1>[CH3:2][O:3][C:4](=[O:9])[CH:5]=[C:6]([CH3:8])[CH2:7][CH2:16][CH:15]=[C:14]([CH3:17])[CH2:13][N+:10]([O-:12])=[O:11]

Participants

5

Reactant 3

HCID 13546Methyl 3-methyl-2-butenoateHCID 3028194LithiumHCID 54297158HCID 54297158, compound

Product 1

HCID 53981980HCID 53981980, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To the lithium salt of methylsenecioate in THF at -70° was added an equimolar amount of 1-nitro-2-methyl-1,3-butadiene. Quenching in ice, followed by ether extraction yielded a crude product which was purified by Kugelrohr distillation and chromatography. The product had the appearance of a yellowish colored liquid.

Workup

  1. customQuenching in ice
  2. extractionfollowed by ether extraction

Sources & evidence

ORD record
ord-f35de5ed126e4d53819cf6b3b42d3414
Source dataset
uspto-grants-1980_08
Patent number
US04219660

Reaction notes

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