Hydrochloric Acid → HCID 20537177, compound

HRID 2285761Notes

Reaction equation

HRID 2285761 reaction equation
C([O:3][C:4](=[O:17])[C:5](=[CH2:16])[CH2:6][CH2:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][CH:10]=1)C.[OH-].[Na+].Cl>C(O)C>[Cl:15][C:12]1[CH:11]=[CH:10][C:9]([CH2:8][CH2:7][CH2:6][C:5](=[CH2:16])[C:4]([OH:17])=[O:3])=[CH:14][CH:13]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12932094HCID 12932094, compound

Product 1

HCID 20537177HCID 20537177, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

25 g of 5-(4-chlorophenyl)-2-methylenevaleric acid ethyl ester, 100 ml of a 2 N sodium hydroxide solution and 50 ml of ethanol are stirred at 50° for 3 hours. After cooling, 100 ml of 2 N hydrochloric acid are added slowly, while cooling with ice, to the reaction mixture which is then extracted 4 times, with 50 ml of diethyl ether each time. The united organic phases are washed with water, dried over sodium sulfate and concentrated. 20.5 g of 5-(4-chlorophenyl)-2-methylenevaleric acid remain as a brown oil.

Workup

  1. temperatureAfter cooling
  2. temperaturewhile cooling with ice, to the reaction mixture which
  3. extractionis then extracted 4 times
  4. washThe united organic phases are washed with water
  5. dry with materialdried over sodium sulfate
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-bb90dc3ea6ec4d84a21eb9cce505d124
Source dataset
uspto-grants-1982_04
Patent number
US04324796

Reaction notes

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