Water → HCID 12812498, compound

HRID 2164526Notes

Reaction equation

HRID 2164526 reaction equation
[CH3:1][CH:2]([N:9]1[CH2:12][CH:11]([O:13][C:14]2[CH:21]=[CH:20][C:17]([C:18]#[N:19])=[CH:16][CH:15]=2)[CH2:10]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[OH-:22].[K+].O>C(O)(C)(C)C>[CH3:1][CH:2]([N:9]1[CH2:10][CH:11]([O:13][C:14]2[CH:15]=[CH:16][C:17]([C:18]([NH2:19])=[O:22])=[CH:20][CH:21]=2)[CH2:12]1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 962WaterHCID 14797Potassium HydroxideHCID 12812490HCID 12812490, compound

Product 1

HCID 12812498HCID 12812498, compound

Reagents, catalysts & solvents 1

HCID 6386tert-ButanolSolvent

Procedure

To 45.0 g. (0.16 mole) of 4-[1-(α-methylbenzyl)-3-azetidinyloxy]benzonitrile in 500 ml of t-butyl alcohol was added 45.0 g. of finely ground potassium hydroxide. The mixture was stirred and refluxed for 30 minutes. Ice and water were added and a thick white solid separated. The solid was recrystallized from toluene to give 30.0 g. (63%) of product melting at 174°-178° C.

Workup

  1. temperaturerefluxed for 30 minutes
  2. customa thick white solid separated
  3. customThe solid was recrystallized from toluene
  4. customto give 30.0 g

Sources & evidence

ORD record
ord-8a56012628ab4955ba84a655b568b46e
Source dataset
uspto-grants-1985_03
Patent number
US04505907

Reaction notes

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