Methyl iodide → HCID 11391184, compound

HRID 1818903Notes

Reaction equation

HRID 1818903 reaction equation
Cl.[OH:2][C:3]1[N:4]=[C:5]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[CH:6]=[C:7]2[CH2:12][CH2:11][O:10][C:9](=[O:13])[C:8]=12.I[CH3:21].S([O-])([O-])(=O)=O.[Ca+2]>[Ag]=O>[CH3:21][O:2][C:3]1[N:4]=[C:5]([C:14]2[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=2)[CH:6]=[C:7]2[CH2:12][CH2:11][O:10][C:9](=[O:13])[C:8]=12

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 24497Calcium SulfateHCID 178479663HCID 178479663, compound

Product 1

HCID 11391184HCID 11391184, compoundYield 70%

Reagents, catalysts & solvents 1

HCID 92152Silver(II) oxideCatalyst

Procedure

8-hydroxy-6-phenyl-3,4-dihydro-pyrano[3,4-c]pyridine-1-on HCl salt (300 mg, 1.080 mmol), iodo methane (3.68 g, 25.92 mmol), silver oxide (936 mg, 4.04 mmol) and calcium sulfate (239.7 mg, 1.76 mmol) were dissolved in 20 mL of anhydrous and then stirred overnight at room temperature. The mixture was evaporated under reduced pressure. A silica gel column chromatography (30% EtOAc/Hexane) was performed on the resulting residue and 193 mg (70%) of 8-methoxy-6-phenyl-3,4-dihydro-pyrano[3,4-c]pyridine-1-on was obtained in white solid.

Workup

  1. customThe mixture was evaporated under reduced pressure

Sources & evidence

ORD record
ord-82007b4c6d1b4a169cf29a57e0365d63
Source dataset
uspto-grants-2009_10
Patent number
US07601736B2

Reaction notes

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