Diethyl Ether → HCID 18313769, compound

HRID 276964Notes

Reaction equation

HRID 276964 reaction equation
C(O)C.Cl.[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH2:13][CH2:14][N:15]([CH2:18][CH2:19][CH2:20][CH2:21][N:22]3[CH:26]=[N:25][CH:24]=[N:23]3)[CH2:16][CH:17]=2)=[CH:8][CH:7]=1.C(OCC)C>C(O)C>[ClH:5].[Cl:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH2:17][CH2:16][N:15]([CH2:18][CH2:19][CH2:20][CH2:21][N:22]3[CH:26]=[N:25][CH:24]=[N:23]3)[CH2:14][CH:13]=2)=[CH:8][CH:7]=1

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 18313764HCID 18313764, compoundHCID 21887872Ethanol hydrochloride

Product 1

HCID 18313769HCID 18313769, compoundYield 187.1%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethanol/hydrochloric acid (6.8 ml, 6 N) is added to a solution of 4-(4-chlorophenyl)-1,2,3,6-tetrahydro-1-[4-(1H-1,2,4-triazol-1-yl)butyl]pyridine (11.5 g, 36.3 mmol) in absolute ethanol (50 ml) cooled on an ice bath. After a few minutes ethyl ether (200 ml) is added and a precipitate appears, which is filtered, washed with cold ethanol and dried, yielding 12 g (93%) of 4-(4-chlorophenyl)-1,2,3,6-tetrahydro-1-[4-(1H-1,2,4-triazol-1-yl)butyl]pyridine hydrochloride of m.p. 165-6° C.

Workup

  1. temperaturecooled on an ice bath
  2. filtrationwhich is filtered
  3. washwashed with cold ethanol
  4. customdried

Sources & evidence

ORD record
ord-929cb439b89346ceb4451bad22ab9367
Source dataset
uspto-grants-2002_03
Patent number
US06355659B1

Reaction notes

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