Acetone → HCID 20309765, compound

HRID 1763263Notes

Reaction equation

HRID 1763263 reaction equation
[I:1]C.[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:15]([C:17]2[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][N:18]=2)[OH:16])[CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12].[CH3:24]C(C)=O>C1C=CC=CC=1>[I-:1].[CH3:3][O:4][C:5]1[CH:6]=[C:7]([CH:15]([CH:17]2[CH:22]=[C:21]([CH3:23])[CH:20]=[CH:19][N:18]2[CH3:24])[OH:16])[CH:8]=[C:9]([O:13][CH3:14])[C:10]=1[O:11][CH3:12]

Participants

5

Reactant 3

HCID 180AcetoneHCID 6328Methyl iodideHCID 21853414HCID 21853414, compound

Product 1

HCID 20309765HCID 20309765, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

10 ml. of ICH3 are slowly added to a solution of 10 g. of 3,4,5-trimethoxyphenyl-(4-methyl-2-pyridyl) carbinol in 125 ml. of anhydrous acetone and 15 ml. of anhydrous benzene. The resulting mixture is agitated for 1 hour at room temperature, then refluxed for 2 hours, then left to cool, 13.04 g being obtained, with an 87% yield, of a crystalline precipitate identifiable as 3,4,5-trimethoxyphenyl-(1,4-dimethyl-2-pyridinyl)-carbinol iodide. A sample recrystallized from ethanol has a melting point of 162°-163.5° C.

Workup

  1. temperaturerefluxed for 2 hours
  2. waitleft
  3. temperatureto cool

Sources & evidence

ORD record
ord-22dffaa6857a427f92c4ac9f5dee6aca
Source dataset
uspto-grants-1978_09
Patent number
US04111945

Reaction notes

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