Hydrochloric Acid → HCID 15524254, compound

HRID 2303974Notes

Reaction equation

HRID 2303974 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8].C1([C@@H](N)C)C=CC=CC=1.Cl>C(OCC)(=O)C>[Cl:1][C:2]1[CH:3]=[C:4]([CH:9]([C:14]([O:16][CH3:17])=[O:15])[CH2:10][C:11]([OH:13])=[O:12])[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 86758413HCID 86758413, compound

Product 1

HCID 15524254HCID 15524254, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

4.00 g (10.0 mmol) of (+)-3-(3,4-dichlorophenyl)-3-methoxycarbonylpropionic acid·(S)-1-phenylethylamine salt obtained in Example 24 was suspended in 12.0 ml of ethyl acetate and cooled with ice water. 12.1 ml of 1N hydrochloric acid was added thereto to decompose the salt and the organic layer was separated. The aqueous layer was extracted twice with 6.0 ml of ethyl acetate, then joined with the previously separated organic layer and washed with 10 ml each of 1N hydrochloric acid, water and a saturated saline solution (twice). The organic layer was dried over anhydrous sodium sulfate and the solvent was distilled away to obtain 2.77 g (99.4% yield) of (+)-3-(3,4-dichlorophenyl)-3-methoxycarbonylpropionic acid.

Workup

  1. customthe organic layer was separated
  2. extractionThe aqueous layer was extracted twice with 6.0 ml of ethyl acetate
  3. washwashed with 10 ml each of 1N hydrochloric acid, water
  4. dry with materialThe organic layer was dried over anhydrous sodium sulfate
  5. distillationthe solvent was distilled away

Sources & evidence

ORD record
ord-eb063eab47fa4d5eafe236d3a3d9a774
Source dataset
uspto-grants-2002_08
Patent number
US06433174B1

Reaction notes

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