Dimethylformamide dimethyl acetal → Methyl 2-cyclopropanecarbonyl-3-dimethylamino-acrylate

HRID 1350722Notes

Reaction equation

HRID 1350722 reaction equation
[CH3:1][O:2][C:3](=[O:10])[CH2:4][C:5]([CH:7]1[CH2:9][CH2:8]1)=[O:6].CO[CH:13](OC)[N:14]([CH3:16])[CH3:15]>C(Cl)(Cl)Cl>[CH3:1][O:2][C:3](=[O:10])[C:4]([C:5]([CH:7]1[CH2:9][CH2:8]1)=[O:6])=[CH:13][N:14]([CH3:16])[CH3:15]

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 101300163-Cyclopropyl-3-Oxopropionic Acid Methyl Ester

Product 1

HCID 66877441Methyl 2-cyclopropanecarbonyl-3-dimethylamino-acrylateYield 96.3%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
60 °C

Procedure

3-Cyclopropyl-3-oxo-propionic acid methyl ester (1.25 g, 8.79 mmol) was dissovled in 6.25 mL of CHCl3 and 1.17 mL (8.79 mmol) of dimethylformamide dimethyl acetal was added. The mixture was heated to 60° C. in a sealed vessel overnight. The mixuture was then cooled and concentrated to provide 1.67 g of 2-cyclopropanecarbonyl-3-dimethylamino-acrylic acid methyl ester.

Workup

  1. temperatureThe mixuture was then cooled
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-70a0b12eb78649ac94ef93d833a40979
Source dataset
uspto-grants-2007_05
Patent number
US07214802B2

Reaction notes

Loading…