Hydrochloric Acid → trans-4'-Propyl-(1,1'-bicyclohexyl)-4-carboxylic Acid

HRID 1285032Notes

Reaction equation

HRID 1285032 reaction equation
[CH2:1]([CH:4]1[CH2:9][CH2:8][CH:7]([CH:10]2[CH2:15][CH2:14][CH:13]([C:16]#N)[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3].[OH-:18].[K+].[OH2:20].Cl>C(O)C>[CH2:1]([CH:4]1[CH2:9][CH2:8][CH:7]([CH:10]2[CH2:15][CH2:14][CH:13]([C:16]([OH:20])=[O:18])[CH2:12][CH2:11]2)[CH2:6][CH2:5]1)[CH2:2][CH3:3]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 14797Potassium HydroxideHCID 103365[1,1'-Bicyclohexyl]-4-carbonitrile, 4'-propyl-, (trans,trans)-

Product 1

HCID 793726trans-4'-Propyl-(1,1'-bicyclohexyl)-4-carboxylic Acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

On the other hand, 50 g of 4-propyl-4'-cyanobicyclohexane was dissolved in 50 ml of C2H5OH, and 25 g of KOH and 15 ml of water was added to the resulting solution, after which the resulting mixture was refluxed for 8 hours and poured into dilute hydrochloric acid, and then the acidic solution was extracted with (C2H5)2O and the (C2H5)2O was distilled off. The residue was recrystallized from benzene to obtain 4-propyl-4'-bicyclohexanecarboxylic acid.

Workup

  1. temperatureafter which the resulting mixture was refluxed for 8 hours
  2. extractionthe acidic solution was extracted with (C2H5)2O
  3. distillationthe (C2H5)2O was distilled off
  4. customThe residue was recrystallized from benzene

Sources & evidence

ORD record
ord-1d3e612ccaa24839b4e5754759d4f6d5
Source dataset
uspto-grants-1986_01
Patent number
US04564694

Reaction notes

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