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Hydrochloric Acid → HCID 54253886, compound

HRID 1939864
Notes
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Reaction equation

HRID 1939864 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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-0ae22c9f71874e11a68ab1e7bdaeb158
Source dataset
uspto-grants-1997_12
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05698532

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes