Hydrochloric Acid → HCID 15077478, compound

HRID 1650882

Reaction equation

HRID 1650882 reaction equation
[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([CH3:14])=[C:7]([CH:13]=1)[C:8]([O:10]CC)=[O:9])[CH3:2].[OH-].[Na+].Cl>CO.O>[CH2:1]([C:3]1[CH:4]=[N:5][C:6]([CH3:14])=[C:7]([CH:13]=1)[C:8]([OH:10])=[O:9])[CH3:2]

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 144366265-Ethyl-2-methyl-nicotinic acid ethyl ester

Product 1

HCID 15077478HCID 15077478, compoundYield 1.4%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

A solution of 260 g of ethyl 5-ethyl-2-methylnicotinate 81.34 mol) in 250 mL methanol is treated in 1 portion with a solution of 80 g of sodium hydroxide (2 mol) in 1 L water. The reaction is stirred at room temperature for 2 days, then concentrated in vacuo to a volume of about 700 mL, and acidified with 167 mL of concentrated hydrochloric acid (2 moles). The precipitated solid is filtered, washed with cold water, and dried in vacuo at 75° C. to afford 184 g of the title product, mp 218°-220° C.

Workup

  1. concentrationconcentrated in vacuo to a volume of about 700 mL
  2. filtrationThe precipitated solid is filtered
  3. washwashed with cold water
  4. customdried in vacuo at 75° C.

Sources & evidence

ORD record
ord-8d9cb089dd3d4958bbc5ae0ad6629a77
Source dataset
uspto-grants-1990_05
Patent number
US04925944

Linked notes

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