Hydrochloric Acid → HCID 59202349, compound

HRID 2420662Notes

Reaction equation

HRID 2420662 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:15]=[C:14]([O:16][CH2:17][C:18]#[CH:19])[C:13]([F:20])=[CH:12][C:5]=1[C:6]([O:8]CC#C)=[O:7].Cl>CO>[Cl:3][C:4]1[CH:15]=[C:14]([O:16][CH2:17][C:18]#[CH:19])[C:13]([F:20])=[CH:12][C:5]=1[C:6]([OH:8])=[O:7]

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 mixture of 30 ml of methanol and 30 ml of a 15% aqueous sodium hydroxide solution was added 19 g of 2-propynyl 2-chloro-5-fluoro-4-(2-propynyloxy)benzoate obtained above, and then stirred at 50° C. for 2 hours. The reaction mixture was made acidic by addition of hydrochloric acid. Then, a produced solid was collected by filtration. The solid was washed with a MTBE-hexane mixed solvent, and 10 g of 2-chloro-5-fluoro-4-(2-propynyloxy)benzoic acid was obtained.

Workup

  1. customobtained above, and
  2. filtrationThen, a produced solid was collected by filtration
  3. washThe solid was washed with a MTBE-hexane mixed solvent

Sources & evidence

ORD record
ord-4639b81c912f49f1a03e4381c217de2a
Source dataset
uspto-grants-2011_06
Patent number
US07956010B2

Reaction notes

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