Hydrochloric Acid → HCID 54253886, compound

HRID 724791Notes

Reaction equation

HRID 724791 reaction equation
[OH-].[Na+].[Cl:3][C:4]1[CH:16]=[C:15]([Cl:17])[C:14]([O:18][CH3:19])=[CH:13][C:5]=1[O:6][C@@H:7]([CH3:12])[C:8]([O:10]C)=[O:9].Cl>C(O)C>[Cl:3][C:4]1[CH:16]=[C:15]([Cl:17])[C:14]([O:18][CH3:19])=[CH:13][C:5]=1[O:6][C@@H:7]([CH3:12])[C:8]([OH:10])=[O:9]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 54514488HCID 54514488, compound

Product 1

HCID 54253886HCID 54253886, compoundYield 97.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

125 ml (0.125 mol) of 1M sodium hydroxide solution were added to a solution of 34.9 g (0.125 mol) of methyl (S)-2-(2,4-dichloro-5-methoxyphenoxy)-propionate in 200 ml of ethanol. The solution was stirred at room temperature for 40 minutes and then adjusted to pH 1 with 2M hydrochloric acid. Most of the solvent was evaporated and the residue was partitioned between 400 ml of ethyl acetate and 400 ml of water. The separated organic phase was dried over anhydrous magnesium sulphate and evaporated to give 32.4 g (97.7%) of (S)-2-(2,4-dichloro-5-methoxyphenoxy)-propionic acid as a white solid, m.p. 114°-115° C.

Workup

  1. customMost of the solvent was evaporated
  2. customthe residue was partitioned between 400 ml of ethyl acetate and 400 ml of water
  3. dry with materialThe separated organic phase was dried over anhydrous magnesium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-24ef04ea611b407abb5ac29b1c292588
Source dataset
uspto-grants-1998_01
Patent number
US05705492

Reaction notes

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