Sodium Hydroxide → HCID 57445725, compound

HRID 1675586Notes

Reaction equation

HRID 1675586 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 a 15% aqueous sodium hydroxide solution, and the resulting mixture was stirred at room temperature for 8 hours. Thereafter, the reaction mixture was concentrated under reduced pressure. To the residue was added hydrochloric acid to make the mixture acidic. The precipitated solids were collected by filtration, and dried, and 3.7 g of 3-fluoro-5-methoxy-4-(2-propynyloxy)benzoic acid was obtained.

Workup

  1. concentrationThereafter, the reaction mixture was concentrated under reduced pressure
  2. additionTo the residue was added hydrochloric acid
  3. filtrationThe precipitated solids were collected by filtration
  4. customdried

Sources & evidence

ORD record
ord-506ebaccd30345f68fa07682665a2f28
Source dataset
uspto-grants-2011_08
Patent number
US08003699B2

Reaction notes

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