Hydrochloric Acid → 99500-48-8

HRID 2254988Notes

Reaction equation

HRID 2254988 reaction equation
[CH2:1]([C:6]1[CH:13]=[CH:12]C(C#N)=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH:4]=[CH2:5].[OH-:14].[K+].Cl.C(O)CO[CH2:20][CH2:21][OH:22]>O>[CH2:1]([C:6]1[CH:13]=[CH:12][C:20]([C:21]([OH:22])=[O:14])=[CH:8][CH:7]=1)[CH2:2][CH2:3][CH:4]=[CH2:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8117Diethylene GlycolHCID 14797Potassium HydroxideHCID 11147987Benzonitrile, 4-(4-pentenyl)-

Product 1

HCID 1938050399500-48-8

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 1.9 g of p-(4-pentenyl)benzonitrile and a 10% solution of potassium hydroxide in diethylene glycol was boiled at 180° C. for 2 hours. The reaction mixture was then cooled to room temperature, adjusted to pH 3 with 23 percent hydrochloric acid, diluted with water and extracted four times with methylene chloride. The organic phases were washed twice with water, dried over magnesium sulphate, filtered and concentrated, whereby 2.12 g of p-(4-pentenyl)benzoic acid were isolated as brown crystals.

Workup

  1. customfor 2 hours
  2. extractionextracted four times with methylene chloride
  3. washThe organic phases were washed twice with water
  4. dry with materialdried over magnesium sulphate
  5. filtrationfiltered
  6. concentrationconcentrated

Sources & evidence

ORD record
ord-8153cf877feb41bda17b7952fee83b7a
Source dataset
uspto-grants-1993_08
Patent number
US05238602

Reaction notes

Loading…