Triethylamine → 3-Methylbut-2-en-1-yl cyanoacetate

HRID 1863441Notes

Reaction equation

HRID 1863441 reaction equation
[C:1]([CH2:3][C:4]([OH:6])=[O:5])#[N:2].[CH3:7][C:8]([CH3:12])=[CH:9][CH2:10]Cl.C(N(CC)CC)C>>[C:1]([CH2:3][C:4]([O:6][CH2:10][CH:9]=[C:8]([CH3:12])[CH3:7])=[O:5])#[N:2]

Participants

4

Reactant 3

HCID 8471TriethylamineHCID 9740Cyanoacetic acidHCID 104291-Chloro-3-methyl-2-butene2×

Product 1

HCID 184753113-Methylbut-2-en-1-yl cyanoacetate

Procedure

Cyanoacetic acid (25.9 mmol), 3-methyl-2-butenyl chloride (24.9 mmol), triethylamine (25.7 mmol) and a solvent (30 ml) were placed in a 50-ml flask equipped with a magnetic stirrer and a reflux condenser. The mixture was heated until no more of the title ester was formed. The Table states the solvents, temperatures and heating times used and presents the results. In all cases, the conversion of the 3-methyl-2-butenyl chloride was higher than 85%.

Workup

  1. customequipped with a magnetic stirrer and a reflux condenser
  2. customwas formed
  3. temperatureheating times

Sources & evidence

ORD record
ord-364d975105144c12a763ef5f04df2403
Source dataset
uspto-grants-1979_09
Patent number
US04169105

Reaction notes

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