Sodium Iodide → HCID 54338254, compound

HRID 465700Notes

Reaction equation

HRID 465700 reaction equation
[CH3:1][C:2]([CH3:6])=[CH:3][CH:4]=[O:5].Cl[Si:8]([CH3:11])([CH3:10])[CH3:9].C(N(CC)CC)C.[I-].[Na+]>C(#N)C>[CH3:9][Si:8]([CH3:11])([CH3:10])[O:5][CH:4]=[CH:3][C:2]([CH3:6])=[CH2:1]

Participants

6

Reactant 4

HCID 5238Sodium IodideHCID 6397ChlorotrimethylsilaneHCID 8471TriethylamineHCID 610203-Methyl-2-butenal

Product 1

HCID 54338254HCID 54338254, compound

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

3-methyl-2-butenal is reacted with chlorotrimethylsilane using the method of P. Cazeau et al., Tetrahedron 43, 2075-2088 (1987), in acetonitrile containing triethylamine and anhydrous sodium iodide at 40°-45° to yield 1-trimethylsilyloxy-3-methyl-1,3-butadiene 2;

Sources & evidence

ORD record
ord-b57b5d1801d747d49eb51b93f87f5e25
Source dataset
uspto-grants-1992_10
Patent number
US05153337

Reaction notes

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