Hydrochloric Acid → HCID 69143247, compound

HRID 1005422Notes

Reaction equation

HRID 1005422 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-463f8da032e24a3e806ec954c697b13a
Source dataset
uspto-grants-2000_04
Patent number
US06054470

Reaction notes

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