Methyl Acrylate → HCID 12883835, compound

HRID 1153971Notes

Reaction equation

HRID 1153971 reaction equation
[C:1]([O:5][CH3:6])(=[O:4])[CH:2]=[CH2:3].[CH2:7]([OH:10])[C:8]#[CH:9]>C[O-].[Na+]>[CH2:7]([O:10][CH2:3][CH2:2][C:1]([O:5][CH3:6])=[O:4])[C:8]#[CH:9]

Participants

4

Reactant 2

HCID 7294Methyl AcrylateHCID 7859Propargyl alcohol

Product 1

HCID 12883835HCID 12883835, compoundYield 60.6%

Reagents, catalysts & solvents 1

HCID 10942334Sodium MethoxideCatalyst

Conditions

Temperature
80 °C

Procedure

25.8 g of methyl acrylate were added dropwise to a mixture of 16.8 g of propargyl alcohol and 0.1 g of sodium methoxide maintained at 55°-60° C. The mixture was then heated at 80° C. for 4 hours, after which it was left to stand overnight. The mixture was then poured into ice-water and extracted with ethyl acetate. The extract was dried and then purified by distillation to give 25.8 g of methyl β-propargyloxypropionate, boiling at 80°-83° C./10 mmHg.

Workup

  1. temperaturemaintained at 55°-60° C
  2. waitafter which it was left
  3. extractionextracted with ethyl acetate
  4. customThe extract was dried
  5. distillationpurified by distillation

Sources & evidence

ORD record
ord-34d9890346ce4901822eb27446f26e3f
Source dataset
uspto-grants-1984_12
Patent number
US04487781

Reaction notes

Loading…