Hydrochloric Acid → 4-(Piperidin-4-yl)benzonitrile--hydrogen chloride (1/1)

HRID 1757000Notes

Reaction equation

HRID 1757000 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][CH:11]([C:14]2[CH:19]=[CH:18][C:17]([C:20]#[N:21])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:22]>O1CCOCC1>[ClH:22].[C:20]([C:17]1[CH:16]=[CH:15][C:14]([CH:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:19][CH:18]=1)#[N:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22492960Tert-butyl 4-(4-cyanophenyl)piperidine-1-carboxylate

Product 1

HCID 193916184-(Piperidin-4-yl)benzonitrile--hydrogen chloride (1/1)

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

A solution of 2.4 g of 1-tert.butyloxycarbonyl-4-(4-cyanophenyl)-piperidine in 20 ml of dioxane and 20 ml of ethereal hydrochloric acid is stirred for 16 hours at ambient temperature. The crystalline precipitate is suction filtered, washed with ether and dried. Yield: 1.85 g (99% of theory), Melting point: 284°-288° C. Rf value: 0.79 (silica gel; methylene chloride/methanol/conc. ammonia=4:1:0.25)

Workup

  1. filtrationfiltered
  2. washwashed with ether
  3. customdried

Sources & evidence

ORD record
ord-faaffd2cc0244f679718b71f1f7ee3cc
Source dataset
uspto-grants-1995_08
Patent number
US05442064

Reaction notes

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