Methyl iodide → methyl quinoline-2-carboxylate

HRID 863261Notes

Reaction equation

HRID 863261 reaction equation
[C:1]([OH:13])(=[O:12])[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1.[CH3:14]I>>[C:1]([O:13][CH3:14])(=[O:12])[C:2]1[CH:11]=[CH:10][C:9]2[C:4](=[CH:5][CH:6]=[CH:7][CH:8]=2)[N:3]=1

Participants

3

Reactant 2

HCID 6328Methyl iodideHCID 7124Quinaldic Acid

Product 1

HCID 421738methyl quinoline-2-carboxylate

Procedure

Reaction of 10.0 g of quinaldic acid with 5.4 ml of methyliodide by the method described in Example 97f) for 20 h at room temperature and purification of the crude product by FC over 80 g of silica gel (mobile phase C) gives methyl quinaldate as a white solid: Rf (50:50:6 mixture of hexane, ethyl acetate and glacial acetic acid)=0.65.

Workup

  1. customfor 20 h
  2. customat room temperature
  3. custompurification of the crude product by FC over 80 g of silica gel (mobile phase C)

Sources & evidence

ORD record
ord-5d7d138d003244b081a80983a7f8f1b6
Source dataset
uspto-grants-1998_02
Patent number
US05719141

Reaction notes

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