Methyl iodide → HCID 13423985, compound

HRID 1980252Notes

Reaction equation

HRID 1980252 reaction equation
[CH2:1]([O:3][C:4]1[CH:25]=[CH:24][CH:23]=[CH:22][C:5]=1[O:6][CH2:7][C:8]1([OH:21])[CH2:13][CH2:12][N:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:10][CH2:9]1)[CH3:2].[CH3:26][I:27]>CC(C)=O>[I-:27].[CH2:1]([O:3][C:4]1[CH:25]=[CH:24][CH:23]=[CH:22][C:5]=1[O:6][CH2:7][C:8]1([OH:21])[CH2:9][CH2:10][N+:11]([CH3:26])([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH2:12][CH2:13]1)[CH3:2]

Participants

4

Reactant 2

HCID 6328Methyl iodideHCID 13423981HCID 13423981, compound

Product 1

HCID 13423985HCID 13423985, compoundYield 72.5%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
30 °C

Procedure

A solution of 6.5 g (0.02 mole) of 4-[(2-ethoxyphenoxy)methyl]-1-phenylmethyl-4-piperidinol in 100 ml of dry acetone was stirred at 10° C. while 4.2 g (0.03 mole) of methyl iodide was added in one portion. The solution was warmed to 30° C. and allowed to cool while stirring overnight. The solid precipitate was collected by filtration to yield 7 g (72.5%) of pale yellow crystals, m.p. 187°-189° C.

Workup

  1. additionwas added in one portion
  2. temperatureto cool
  3. filtrationThe solid precipitate was collected by filtration

Sources & evidence

ORD record
ord-d9394171dc044a9c8101662ff80618cf
Source dataset
uspto-grants-1985_04
Patent number
US04508724

Reaction notes

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