Hydrochloric Acid → 1-(4-Methoxyphenyl)cyclobutane-1-carboxylic acid

HRID 440532Notes

Reaction equation

HRID 440532 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:13]#N)[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1.[OH-:15].[K+].C(O)COCCO.Cl.[OH2:25]>>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2([C:13]([OH:25])=[O:15])[CH2:12][CH2:11][CH2:10]2)=[CH:5][CH:4]=1

Participants

6

Reactant 5

HCID 313Hydrochloric AcidHCID 962WaterHCID 8117Diethylene GlycolHCID 14797Potassium HydroxideHCID 219020981-(4-Methoxyphenyl)cyclobutane-1-carbonitrile

Product 1

HCID 167699461-(4-Methoxyphenyl)cyclobutane-1-carboxylic acid

Procedure

A mixture of 1-(4-methoxyphenyl)cyclobutane carbonitrile (41 g), potassium hydroxide (20 g) and diethylene glycol (160 ml) was heated under reflux for 3.5 hours. The mixture was added to water, acidified with dilute hydrochloric acid and extracted with ether. The extract yielded 1-(4-methoxyphenyl)cyclobutane carboxylic acid.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux for 3.5 hours
  3. extractionextracted with ether

Sources & evidence

ORD record
ord-b88dba37139741bea049d5b66a6142bf
Source dataset
uspto-grants-1996_05
Patent number
US05519034

Reaction notes

Loading…