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

HRID 261743Notes

Reaction equation

HRID 261743 reaction equation
[C:1](Cl)(=[O:5])/[CH:2]=[CH:3]/[CH3:4].[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])/[CH:2]=[CH:3]/[CH3:4])[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 3142204-Amino-2,6-di-tert-butylphenolHCID 643131trans-Crotonyl chloride

Product 1

HCID 14852025N-(3,5-di tert.butyl-4-hydroxyphenyl)crotonamide

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

N-(3,5-di tert.butyl-4-hydroxyphenyl)crotonamide was prepared by adding a solution of 11.5 grams to crotonyl chloride in 50 milliliters of benzene to a solution of 2,6-di tert.butyl-4-aminophenol prepared as described in Example 2 to which had been added 6 grams of sodium carbonate. The addition was accomplished in 30 minutes at 25° C. to 38° C. The mixture was stirred for 11/4 hours and the solid product was filtered, washed thoroughly with 2% hydrochloric acid, and dried. The yield was 12.8 grams of product which melted at 211° C. to 214° C.

Workup

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

Sources & evidence

ORD record
ord-bf8826509c164d34ac2ec6a74045f0f6
Source dataset
uspto-grants-1979_05
Patent number
US04152319

Reaction notes

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