Hydrochloric Acid → HCID 69143247, compound

HRID 1594681Notes

Reaction equation

HRID 1594681 reaction equation
[CH3:1][C:2]1([CH3:19])[CH2:7][C:6]([CH2:8][C:9]([O:11]C)=[O:10])=[CH:5][CH:4]=[C:3]1[C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1.[OH-].[Na+].Cl>C(O)C.O>[CH3:1][C:2]1([CH3:19])[CH2:7][C:6]([CH2:8][C:9]([OH:11])=[O:10])=[CH:5][CH:4]=[C:3]1[C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][CH:18]=1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 86755346HCID 86755346, compound

Product 1

HCID 69143247HCID 69143247, compoundYield 35%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

A mixture of 2,2-dimethyl-(4-biphenyl)acetic acid, methyl ester (4.18 g, 16.5 mmol) and sodium hydroxide (3.29 g) in ethanol (57 mL) and water (25 mL) was heated under reflux for 18 hours. The mixture was cooled to rt and acidified to pH 2 with 6N HCl. The precipitate was collected by filtration and recrystallized from ether to give 2,2-dimethyl-(4-biphenyl)acetic acid (1.37 g 5.7 mmol, 35%).

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 18 hours
  3. filtrationThe precipitate was collected by filtration
  4. customrecrystallized from ether

Sources & evidence

ORD record
ord-716f115f50ac496597dbe4f9814073e0
Source dataset
uspto-grants-2001_09
Patent number
US06284768B1

Reaction notes

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