Hydrochloric Acid → HCID 70043440, compound

HRID 1200039Notes

Reaction equation

HRID 1200039 reaction equation
[CH:1]1([C:7]2[C:12]([C:13]([O:15]C)=[O:14])=[CH:11][N:10]=[CH:9][CH:8]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[OH-].[Na+].[ClH:19]>CO>[ClH:19].[CH:1]1([C:7]2[C:12]([C:13]([OH:15])=[O:14])=[CH:11][N:10]=[CH:9][CH:8]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 19864566Methyl 4-cyclohexylpyridine-3-carboxylate

Product 1

HCID 70043440HCID 70043440, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

Methyl 4-cyclohexylnicotinate [cp. Heterocycles 22, 151-157 (1984)] (23.6 g, 0.11 mol), 5N aqueous NaOH solution (100 ml) and methanol (50 ml) are refluxed together with stirring for 1 h. The reaction solution is allowed to cool and acidified with concentrated hydrochloric acid to pH 4. The mixture is evaporated to dryness in vacuo. The residue is slurried in hot ethanol (50 ml), filtered and the filtrates are evaporated to dryness in vacuo. The residue is slurried in cold ethyl acetate (23 ml), filtered and dried to give 4-cyclohexylnicotinic acid hydrochloride.

Workup

  1. temperatureto cool
  2. customThe mixture is evaporated to dryness in vacuo
  3. filtrationfiltered
  4. customthe filtrates are evaporated to dryness in vacuo
  5. filtrationfiltered
  6. customdried

Sources & evidence

ORD record
ord-dd6f5733a5884d13b36927c5875cac07
Source dataset
uspto-grants-1990_02
Patent number
US04904675

Reaction notes

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