Hydrochloric Acid → 99500-48-8

HRID 1731457Notes

Reaction equation

HRID 1731457 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% 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-91a91c15b7f8488fb59ec9d8b1406f0a
Source dataset
uspto-grants-1986_11
Patent number
US04621901

Reaction notes

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