Fumaric Acid → HCID 18313766, compound

HRID 276966Notes

Reaction equation

HRID 276966 reaction equation
[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:17][CH2:18][N:19]([CH2:22][CH2:23][CH2:24][CH2:25][N:26]3[CH:30]=[N:29][CH:28]=[N:27]3)[CH2:20][CH:21]=2)=[CH:12][CH:11]=1>C(O)C.C(O)(C)C>[C:1]([OH:8])(=[O:7])/[CH:2]=[CH:3]/[C:4]([OH:6])=[O:5].[Cl:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]2[CH2:21][CH2:20][N:19]([CH2:22][CH2:23][CH2:24][CH2:25][N:26]3[CH:30]=[N:29][CH:28]=[N:27]3)[CH2:18][CH:17]=2)=[CH:12][CH:11]=1

Participants

5

Reactant 2

HCID 444972Fumaric AcidHCID 18313764HCID 18313764, compound

Product 1

HCID 18313766HCID 18313766, compoundYield 95.3%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3776IsopropanolSolvent

Procedure

A solution of fumaric acid (0.464 g, 4 mmol) in absolute ethanol (10 ml) 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 (1.26 g, 4 mmol) in isopropanol (12 ml) at 40° C. After about 20 minutes a precipitate appears, which is filtered after cooling to room temperature, washed with cold ethanol and dried, yielding 1.65 g (93%) of 4-(4-chlorophenyl)-1,2,3,6-tetrahydro-1-[4-(1H-1,2,4-triazol-1-yl)butyl]pyridine fumarate of m.p. 156-9° C.

Workup

  1. filtrationwhich is filtered
  2. washwashed with cold ethanol
  3. customdried

Sources & evidence

ORD record
ord-d927d5ea634d457d8cc5c5bf5686f327
Source dataset
uspto-grants-2002_03
Patent number
US06355659B1

Reaction notes

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