Hydrochloric Acid → Methyl 6-methylnicotinate

HRID 1184656Notes

Reaction equation

HRID 1184656 reaction equation
[CH3:1][C:2]1[CH:10]=[CH:9][C:5]([C:6]([OH:8])=[O:7])=[CH:4][N:3]=1.Cl.[CH3:12]O>>[CH3:12][O:7][C:6](=[O:8])[C:5]1[CH:9]=[CH:10][C:2]([CH3:1])=[N:3][CH:4]=1

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 887MethanolHCID 1378606-Methylnicotinic acid

Product 1

HCID 231548Methyl 6-methylnicotinate

Procedure

A solution of 6-methylnicotinic acid (20 g, 146 mmol) in MeOH (300 ml) was treated with HCl gas until the solvent was saturated. The reaction was capped and stirred for 1.5 h at RT. The mixture was treated again with HCl gas until the solvent was saturated and was capped and stirred overnight at 22° C. The solution was concentrated to yield A-2. Data for A-2: LRMS m/z (M+H): 152.75.

Workup

  1. customThe reaction was capped
  2. customwas capped
  3. stirringstirred overnight at 22° C
  4. concentrationThe solution was concentrated
  5. customto yield A-2

Sources & evidence

ORD record
ord-70fc297d9a5f4f74bdb7563069bc24b1
Source dataset
uspto-grants-2014_03
Patent number
US08669272B2

Reaction notes

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