Hydrochloric Acid → HCID 59202349, compound

HRID 1673188Notes

Reaction equation

HRID 1673188 reaction equation
[OH-].[Na+].C([O:6][C:7](=[O:20])[C:8]1[CH:13]=[C:12]([F:14])[C:11]([O:15][CH2:16][C:17]#[CH:18])=[CH:10][C:9]=1[Cl:19])C#C.Cl>CO>[Cl:19][C:9]1[CH:10]=[C:11]([O:15][CH2:16][C:17]#[CH:18])[C:12]([F:14])=[CH:13][C:8]=1[C:7]([OH:20])=[O:6]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86639397HCID 86639397, compound

Product 1

HCID 59202349HCID 59202349, compoundYield 61.4%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
50 °C

Procedure

To a mixed solution of 30 ml of methanol and 30 ml of an aqueous 15% sodium hydroxide solution, 19 g of the obtained 2-chloro-5-fluoro-4-(2-propynyloxy)benzoic acid 2-propynyl ester was added, followed by stirring at 50° C. for 2 hours. The reaction mixture was acidified by adding hydrochloric acid and the obtained solid was collected by filtration. The solid was washed with a mixed MTBE-hexane solvent, and 10 g of 2-chloro-5-fluoro-4-(2-propynyloxy)benzoic acid was obtained.

Workup

  1. filtrationthe obtained solid was collected by filtration
  2. washThe solid was washed with a mixed MTBE-hexane solvent

Sources & evidence

ORD record
ord-de4530b71a704fc3b7781af2124313cb
Source dataset
uspto-grants-2011_08
Patent number
US07999136B2

Reaction notes

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