Sodium Hydroxide → HCID 57445725, compound

HRID 2236384Notes

Reaction equation

HRID 2236384 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([O:18][CH3:19])[C:13]=1[O:14][CH2:15][C:16]#[CH:17])[C:5]([O:7]CC#C)=[O:6].[OH-].[Na+]>CO>[F:1][C:2]1[CH:3]=[C:4]([CH:11]=[C:12]([O:18][CH3:19])[C:13]=1[O:14][CH2:15][C:16]#[CH:17])[C:5]([OH:7])=[O:6]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 59301764HCID 59301764, compound

Product 1

HCID 57445725HCID 57445725, compoundYield 96.2%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To 40 ml of methanol were added 4.5 g of 2-propynyl 3-fluoro-5-methoxy-4-(2-propynyloxy)benzoate and 20 ml of 15% aqueous sodium hydroxide solution, and the mixture obtained was stirred at room temperature for 8 hours. Then, the reaction mixture was concentrated. Hydrochloric acid was added to the residue for acidification. Solids precipitated were collected by filtration and dried to obtain 3.7 g of 3-fluoro-5-methoxy-4-(2-propynyloxy)benzoic acid represented by the formula:

Workup

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

Sources & evidence

ORD record
ord-77142d0670194721a538d3b10a16b3df
Source dataset
uspto-grants-2010_05
Patent number
US07714168B2

Reaction notes

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