Sodium Hydroxide → 3,5-Difluoro-4-(2-propynyloxy)benzoic acid

HRID 602027Notes

Reaction equation

HRID 602027 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([F:18])[C:13]=1[O:14][CH2:15][C:16]#[CH:17])[C:5]([O:7]CC#C)=[O:6].[OH-].[Na+]>C(O)C>[F:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([F:18])[C:13]=1[O:14][CH2:15][C:16]#[CH:17])[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 593017902-Propynyl 3,5-difluoro-4-(2-propynyloxy)benzoate

Product 1

HCID 574456663,5-Difluoro-4-(2-propynyloxy)benzoic acidYield 96.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
50 °C

Procedure

To 10 ml of ethanol were added 2.2 g of 2-propynyl 3,5-difluoro-4-(2-propynyloxy)benzoate and 6 ml of 15% aqueous sodium hydroxide solution, and the mixture obtained was stirred at 50° C. for 1 hour. Then, the reaction mixture was concentrated under reduced pressure. Hydrochloric acid was added to the residue for acidification. Crystals precipitated were collected by filtration and dried to obtain 1.8 g of 3,5-difluoro-4-(2-propynyloxy)benzoic acid.

Workup

  1. customthe mixture obtained
  2. concentrationThen, the reaction mixture was concentrated under reduced pressure
  3. additionHydrochloric acid was added to the residue for acidification
  4. customCrystals precipitated
  5. filtrationwere collected by filtration
  6. customdried

Sources & evidence

ORD record
ord-34d0e5df0bac46a7a9a9cf4c7541ea87
Source dataset
uspto-grants-2011_03
Patent number
US07902400B2

Reaction notes

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