Pyridine → HCID 54505295, compound

HRID 1613273Notes

Reaction equation

HRID 1613273 reaction equation
[C:1](Cl)(=[O:5])/[CH:2]=[CH:3]/[CH3:4].[C:7]([C:11]1[CH:12]=[C:13]([CH:15]=[C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:17]=1[OH:18])[NH2:14])([CH3:10])([CH3:9])[CH3:8].N1C=CC=CC=1>C(Cl)Cl>[C:7]([C:11]1[CH:12]=[C:13]([NH:14][C:1](=[O:5])[CH:2]=[CH:3][CH3:4])[CH:15]=[C:16]([C:19]([CH3:22])([CH3:21])[CH3:20])[C:17]=1[OH:18])([CH3:10])([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 1049PyridineHCID 3142204-Amino-2,6-di-tert-butylphenolHCID 643131trans-Crotonyl chloride

Product 1

HCID 54505295HCID 54505295, compoundYield 41.5%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Crotonyl chloride (4.7 g, 45 mmol) in 10 ml of methylene chloride was added slowly to a stirred solution of 10 g (45 mmol) of 3,5-di-tert-butyl-4-hydroxyaniline in 50 ml of methylene chloride at 0° C. Ten minutes later 3.6 g (45 mmol) of pyridine was added and, after three hours, the mixture was filtered. The filtered solid was washed with water and triturated in ether to yield 5.4 g of N-(3,5-di-tert-butyl-4-hydroxyphenyl)-2-butenamide having a melting point of 215°-218° C.

Workup

  1. filtrationthe mixture was filtered
  2. washThe filtered solid was washed with water
  3. customtriturated in ether

Sources & evidence

ORD record
ord-927fc3364bb44c38a47b66358fa9cbaf
Source dataset
uspto-grants-1993_03
Patent number
US05192791

Reaction notes

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