2,6-Di-tert-butylphenol → HCID 14368274, compound

HRID 1382875Notes

Reaction equation

HRID 1382875 reaction equation
[Cl:1][C:2]1[N:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[C:3]=1[C:4](Cl)=[O:5].[C:13]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:18]=1[OH:27])([CH3:16])([CH3:15])[CH3:14]>ClC(Cl)C>[Cl:1][C:2]1[N:10]=[C:9]([CH3:11])[CH:8]=[C:7]([CH3:12])[C:3]=1[C:4]([C:21]1[CH:20]=[C:19]([C:23]([CH3:24])([CH3:25])[CH3:26])[C:18]([OH:27])=[C:17]([C:13]([CH3:16])([CH3:15])[CH3:14])[CH:22]=1)=[O:5]

Participants

4

Reactant 2

HCID 314052,6-Di-tert-butylphenolHCID 212736362-Chloro-4,6-dimethylpyridine-3-carbonyl chloride

Product 1

HCID 14368274HCID 14368274, compoundYield 81.9%

Reagents, catalysts & solvents 1

HCID 63651,1-DichloroethaneSolvent

Procedure

The similar procedure in reference example 1 by using 12.2 g of 2-chloro-4,6-dimethylnicotinoyl chloride, 14.8 g of 2,6-di-tertiary butylphenol and 18.8 g of anhydrous stannic chloride in dichloroethane is performed and the obtained crude product is recrystallized from hexane to give 18.3 g of 4-(2-chloro-4,6-dimethylnicotinoyl)-2,6-di-tertiary butylphenol as pale yellow crystals, melting at 129°-132° C. According to the similar manner as the above Reference Examples, 4-(2-chloro-6-isopropylnicotinoyl)-2,6-di-tertiary butylphenol, melting at 109°-110° C. is prepared.

Workup

  1. customthe obtained crude product
  2. customis recrystallized from hexane

Sources & evidence

ORD record
ord-b4b3844980624ec48f557e00c198269f
Source dataset
uspto-grants-1989_02
Patent number
US04808620

Reaction notes

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