Hydrochloric Acid → HCID 18790058, compound

HRID 1107134Notes

Reaction equation

HRID 1107134 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([CH2:18][CH2:19][CH2:20][CH2:21][C:22]2[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=2)[CH2:12][C:13]([O:15]CC)=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[OH-].[Na+].Cl>C(O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]([CH2:18][CH2:19][CH2:20][CH2:21][C:22]2[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=2)[CH2:12][C:13]([OH:15])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 18790086HCID 18790086, compound

Product 1

HCID 18790058HCID 18790058, compoundYield 92%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 3-(3,4-dimethoxyphenyl)-7-phenylheptanoate (0.3 g, 0.8 mmol) and 10% sodium hydroxide (5 mL) in ethanol (10 mL) is heated under reflux for 30 minutes. The mixture is cooled and is added to aqueous HCl and is extracted with ether. The organic layer is washed with water and is dried over MgSO4. The solvent is removed in vacuo to afford 3-(3,4-dimethoxyphenyl)-7-phenylheptanoic acid (0.25 g, 92%); MS (EI) m/e 342 (M+).

Workup

  1. temperatureunder reflux for 30 minutes
  2. temperatureThe mixture is cooled
  3. extractionis extracted with ether
  4. washThe organic layer is washed with water
  5. dry with materialis dried over MgSO4
  6. customThe solvent is removed in vacuo

Sources & evidence

ORD record
ord-2a7933b1c36546919724582b8a6328bc
Source dataset
uspto-grants-2000_05
Patent number
US06057369

Reaction notes

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