Hydrochloric Acid → (E)-4,4-Difluoropent-2-enoic acid

HRID 1775317Notes

Reaction equation

HRID 1775317 reaction equation
[F:1][C:2]([F:11])([CH3:10])/[CH:3]=[CH:4]/[C:5]([O:7]CC)=[O:6].[OH-].[Na+].Cl>C(O)C>[F:1][C:2]([F:11])([CH3:10])/[CH:3]=[CH:4]/[C:5]([OH:7])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 118534660Ethyl (E)-4,4-difluoropent-2-enoate

Product 1

HCID 75530053(E)-4,4-Difluoropent-2-enoic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The product of step C was dissolved in ethanol (24 ml), 4M NaOH was added (12 ml) and the mixture was stirred at room temperature for two hours. The mixture was acidified with 1M HCl and extracted with ethyl acetate. The organic extract was dried over magnesium sulfate, the solvent was removed under reduced pressure. 2.67 g of a colourless oil were obtained. MS (ESI) m/z=135.0 [M−1]−.

Workup

  1. extractionextracted with ethyl acetate
  2. extractionThe organic extract
  3. dry with materialwas dried over magnesium sulfate
  4. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-dec12d176d234fe5be146394d3ef8241
Source dataset
uspto-grants-2016_02
Patent number
US09260441B2

Reaction notes

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