Hydrochloric Acid → HCID 67487767, compound

HRID 2363213Notes

Reaction equation

HRID 2363213 reaction equation
C[O:2][C:3](=[O:34])[C:4]1[CH:9]=[CH:8][C:7]([CH:10]([O:15][C:16]2[CH:21]=[C:20]([CH3:22])[C:19]([C:23]3[CH:28]=[CH:27][C:26]([C:29]([CH3:32])([CH3:31])[CH3:30])=[CH:25][CH:24]=3)=[C:18]([CH3:33])[CH:17]=2)[CH2:11][CH:12]([CH3:14])[CH3:13])=[CH:6][CH:5]=1.[OH-].[Na+].Cl>CO>[C:29]([C:26]1[CH:25]=[CH:24][C:23]([C:19]2[C:18]([CH3:33])=[CH:17][C:16]([O:15][CH:10]([C:7]3[CH:6]=[CH:5][C:4]([C:3]([OH:34])=[O:2])=[CH:9][CH:8]=3)[CH2:11][CH:12]([CH3:14])[CH3:13])=[CH:21][C:20]=2[CH3:22])=[CH:28][CH:27]=1)([CH3:30])([CH3:31])[CH3:32]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 67488067HCID 67488067, compound

Product 1

HCID 67487767HCID 67487767, compoundYield 95.7%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

4-[1-(4′-tert-Butyl-2,6-dimethyl-biphenyl-4-yloxy)-3-methyl-butyl]-benzoic acid methyl ester (2.90 g) is dissolved in MeOH (20 mL) and treated with 5N NaOH (3 mL). The reaction is stirred at room temperature for 5 h, acidified with 5N HCl and extracted with ethyl acetate. The combined organic portion is dried and concentrated to provide 2.69 g of the titled compound.

Workup

  1. extractionextracted with ethyl acetate
  2. customThe combined organic portion is dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-e2801afad4f44dffb173d333a8d21c7c
Source dataset
uspto-grants-2014_04
Patent number
US08691856B2

Reaction notes

Loading…