Pyridine → HCID 13232127, compound

HRID 580427Notes

Reaction equation

HRID 580427 reaction equation
[CH2:1]([NH2:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.N1C=CC=CC=1.[CH3:15][C:16]1[CH:17]=[C:18]([CH:26]=[C:27]([CH3:29])[CH:28]=1)[O:19][CH:20]([CH2:24][CH3:25])[C:21](Cl)=[O:22]>C1C=CC=CC=1>[CH2:1]([NH:8][C:21](=[O:22])[CH:20]([O:19][C:18]1[CH:17]=[C:16]([CH3:15])[CH:28]=[C:27]([CH3:29])[CH:26]=1)[CH2:24][CH3:25])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 1049PyridineHCID 7504BenzylamineHCID 132321262-(3,5-Dimethylphenoxy)butanoyl chloride

Product 1

HCID 13232127HCID 13232127, compoundYield 62.1%

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

In 30 ml of benzene were dissolved 1.8 g (0.017 mole) of benzylamine and 1.2 g (0.015 mole) of pyridine, and thereto was added dropwise 3.0 g (0.013 mole) of 2-(3,5-dimethylphenoxy)-butyroyl chloride at room temperature with stirring. After the reaction was carried out for 5 hours, the reaction mixture was washed with water, dilute hydrochloric acid, dilute aqueous sodium hydroxide and then water successively. After the benzene layer was dried, the benzene was removed by distillation. The resultant crude crystals were recrystallized from n-hexane to give 2.4 g of N-benzyl-2-(3,5-dimethylphenoxy)-butyramide melting at 93°-94° C. as colorless needles.

Workup

  1. washthe reaction mixture was washed with water, dilute hydrochloric acid, dilute aqueous sodium hydroxide
  2. dry with materialAfter the benzene layer was dried
  3. customthe benzene was removed by distillation
  4. customThe resultant crude crystals were recrystallized from n-hexane

Sources & evidence

ORD record
ord-5c6aea464da4439da909422d134aaa9b
Source dataset
uspto-grants-1988_06
Patent number
US04753674

Reaction notes

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