Methyl iodide → HCID 68492947, compound

HRID 444730Notes

Reaction equation

HRID 444730 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[C:12]([C:16]2[CH:21]=[CH:20][C:19]([O:22][CH3:23])=[CH:18][CH:17]=2)[C:13]([OH:15])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].[C:24](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[C:12]([C:16]2[CH:17]=[CH:18][C:19]([O:22][CH3:23])=[CH:20][CH:21]=2)[C:13]([O:15][CH3:24])=[O:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium Carbonate2×HCID 68492148HCID 68492148, compound

Product 1

HCID 68492947HCID 68492947, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

3-(3,4-dimethoxyphenyl)-2-(4-methoxyphenyl)prop-2-enoic acid (2 g, 6.37 mmol) was dissolved in dimethyl formamide (DMF) (4 mL) and added potassium carbonate (K2CO3) (2.28 g, 16.6 mmol) followed by methyl iodide (CH3I) (0.48 mL, 7.64 mmol) drop wise. The reaction mixture was stirred for 2 hours at room temperature (RT) and the reaction was monitored by TLC. Upon the completion of reaction, K2CO3 was filtered and cold water (100 mL) was added to the filtrate. The resulting precipitate was filtered to get pale yellow solid (2 g, 100%).

Workup

  1. filtrationwas filtered
  2. additioncold water (100 mL) was added to the filtrate
  3. filtrationThe resulting precipitate was filtered

Sources & evidence

ORD record
ord-ace32bfebe4b4cfda5c5579ee9007135
Source dataset
uspto-grants-2013_07
Patent number
US08476255B2

Reaction notes

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