Triethylamine → HCID 86665362, compound

HRID 1749161Notes

Reaction equation

HRID 1749161 reaction equation
C(N(CC)CC)C.[F:8][C:9]([F:15])([CH2:13][OH:14])[C:10]([OH:12])=[O:11].[C:16](Cl)(=[O:20])[C:17]([CH3:19])=[CH2:18]>ClCCl>[F:8][C:9]([F:15])([CH2:13][O:14][C:16](=[O:20])[C:17]([CH3:19])=[CH2:18])[C:10]([OH:12])=[O:11]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13528Methacryloyl chlorideHCID 216102732368-37-8

Product 1

HCID 86665362HCID 86665362, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a mixture of 250 mL dichloromethane with 10.1 g (100 mmol) of triethylamine is added 12.6 g (100 mmol) of 2,2-difluoro-3-hydroxypropanoic acid and the resulting mixture is placed into an ice bath. 10.5 g (100 mmol) of methacryloyl chloride is added slowly into the flask and reaction is kept stirring for overnight. The resulting mixture is then washed with 200 mL of 1% NaHCO3 solution and the solvent is then subsequently removed. The product is then recrystallized from methanol to provide 2,2-difluoro-3-(methacryloyloxy)propanoic acid, in expected good yield, which is used for following synthesis without further purifications.

Workup

  1. customthe resulting mixture is placed into an ice bath
  2. washThe resulting mixture is then washed with 200 mL of 1% NaHCO3 solution
  3. customthe solvent is then subsequently removed
  4. customThe product is then recrystallized from methanol

Sources & evidence

ORD record
ord-3748c982f9bb46619bfe4345e6a6e6e0
Source dataset
uspto-grants-2015_10
Patent number
US09156785B2

Reaction notes

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