Hydrochloric Acid → HCID 21927967, compound

HRID 2289163Notes

Reaction equation

HRID 2289163 reaction equation
C([O:3][C:4](=[O:25])[CH:5](C(OCC)=O)[CH:6]([C:13]1[CH:18]=[CH:17][CH:16]=[C:15]([F:19])[CH:14]=1)[CH2:7][C:8]([O:10]CC)=[O:9])C.Cl>>[F:19][C:15]1[CH:14]=[C:13]([CH:6]([CH2:5][C:4]([OH:25])=[O:3])[CH2:7][C:8]([OH:10])=[O:9])[CH:18]=[CH:17][CH:16]=1

Participants

3

Reactant 2

HCID 313Hydrochloric AcidHCID 23293688HCID 23293688, compound

Product 1

HCID 21927967HCID 21927967, compound

Procedure

2-Ethoxycarbonyl-3-(3-fluoro-phenyl)-pentanedioic acid diethyl ester (2-2) (6.90 g, 19.5 mmol) was treated with 6 N HCl (150 mL). The mixture was refluxed for 24 hr, poured into 200 mL ice-water and extracted with EtOAc (×3). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated to provide 2-3 as a solid which was used in the next step without further purification.

Workup

  1. temperatureThe mixture was refluxed for 24 hr
  2. extractionextracted with EtOAc (×3)
  3. washThe combined organic layers were washed with brine
  4. dry with materialdried (Na2SO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-86fd560c89ab4d5b87b04ca3287d6cef
Source dataset
uspto-grants-2000_07
Patent number
US06090944

Reaction notes

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