Hydrochloric Acid → {4-[4-(4-Chlorophenyl)butoxy]phenyl}methyl pyridine-3-carboxylate

HRID 637476Notes

Reaction equation

HRID 637476 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([CH2:19][OH:20])=[CH:15][CH:14]=2)=[CH:4][CH:3]=1.C(N(CC)CC)C.Cl.[C:29](Cl)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[N:32][CH:31]=1>C1C=CC=CC=1>[C:29]([O:20][CH2:19][C:16]1[CH:15]=[CH:14][C:13]([O:12][CH2:11][CH2:10][CH2:9][CH2:8][C:5]2[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=2)=[CH:18][CH:17]=1)(=[O:36])[C:30]1[CH:35]=[CH:34][CH:33]=[N:32][CH:31]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 8471TriethylamineHCID 82604Nicotinoyl chlorideHCID 13563047HCID 13563047, compound

Product 1

HCID 3068164{4-[4-(4-Chlorophenyl)butoxy]phenyl}methyl pyridine-3-carboxylate

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

A mixture of 6.0 g (0.02 mol) of 4-[4-(4-chlorophenyl)butoxy]phenylmethanol and 20.2 g triethylamine is added to 5.3 g(0.03 mol) of hydrochloride of nicotinoyl chloride in 100 ml anhydrous benzene with stirring and the mixture is refluxed for 20 hrs. Thereupon, the solvent is distilled off in vacuo, and water is added.

Workup

  1. temperaturethe mixture is refluxed for 20 hrs
  2. distillationThereupon, the solvent is distilled off in vacuo, and water
  3. additionis added

Sources & evidence

ORD record
ord-3bc43ee0c16041709f411c4d34a58807
Source dataset
uspto-grants-1985_12
Patent number
US04556715

Reaction notes

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