Hydrochloric Acid → (4 Naphth-1-ylpiperid 1-yl)acetonitrile hydrochloride

HRID 1197876

Reaction equation

HRID 1197876 reaction equation
Br.[C:2]1([CH:12]2[CH2:17][CH2:16][NH:15][CH2:14][CH2:13]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:25][C:26]#[N:27].[ClH:28]>CC(C)=O>[ClH:28].[C:2]1([CH:12]2[CH2:17][CH2:16][N:15]([CH2:25][C:26]#[N:27])[CH2:14][CH2:13]2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 11430Potassium CarbonateHCID 11534BromoacetonitrileHCID 190962204-(Naphth-1-yl)piperidine hydrobromide

Product 1

HCID 19784336(4 Naphth-1-ylpiperid 1-yl)acetonitrile hydrochlorideYield 91.83%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

5 g of the compound from Example 3, 7.088 g of potassium carbonate and 2.259 g of bromoacetonitrile in 200 ml of acetone are stirred for 10 hours under reflux and a stream of nitrogen. After filtering and evaporation of the filtrate, the residue obtained is treated with an ethanolic solution of hydrogen chloride to give 4.5 g of the expected hydrochloride.

Workup

  1. temperatureunder reflux
  2. filtrationAfter filtering
  3. customevaporation of the filtrate
  4. customthe residue obtained

Sources & evidence

ORD record
ord-69c054308a3940b1a12b532ebd2c59f5
Source dataset
uspto-grants-1994_01
Patent number
US05278185

Linked notes

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