Sodium Carbonate → N-(3,5-di tert.butyl-4-hydroxyphenyl)methacrylamide

HRID 261742Notes

Reaction equation

HRID 261742 reaction equation
[C:1](Cl)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:7]([C:11]1[CH:16]=[C:15]([NH2:17])[CH:14]=[C:13]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:12]=1[OH:22])([CH3:10])([CH3:9])[CH3:8].C(=O)([O-])[O-].[Na+].[Na+]>C1C=CC=CC=1>[C:7]([C:11]1[CH:16]=[C:15]([NH:17][C:1](=[O:5])[C:2]([CH3:4])=[CH2:3])[CH:14]=[C:13]([C:18]([CH3:21])([CH3:20])[CH3:19])[C:12]=1[OH:22])([CH3:10])([CH3:9])[CH3:8]

Participants

5

Reactant 3

HCID 10340Sodium CarbonateHCID 13528Methacryloyl chlorideHCID 3142204-Amino-2,6-di-tert-butylphenol

Product 1

HCID 20574124N-(3,5-di tert.butyl-4-hydroxyphenyl)methacrylamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

N-(3,5-di tert.butyl-4-hydroxyphenyl)methacrylamide was prepared by adding a solution of 11.5 grams of methacryloyl chloride in 50 milliliters of benzene to the solution of 2,6-di tert.butyl-4-aminophenol to which had been added 6 grams of sodium carbonate. The addition was accomplished in 30 minutes at 24° C. to 37° C. The mixture was stirred for 1 hour and the solid product was filtered off, washed thoroughly with 2% hydrochloric acid and dried. The yield was 10.0 grams of product which melted at 222° C. to 225° C.

Workup

  1. additionThe addition
  2. filtrationthe solid product was filtered off
  3. washwashed thoroughly with 2% hydrochloric acid
  4. customdried

Sources & evidence

ORD record
ord-f141172b945c4a778a2530fa7db9c41f
Source dataset
uspto-grants-1979_05
Patent number
US04152319

Reaction notes

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