Boric Acid → HCID 19806990, compound

HRID 1681105Notes

Reaction equation

HRID 1681105 reaction equation
[C:1]([C:5]1[C:10]([OH:11])=[C:9]([C:12]([CH3:15])([CH3:14])[CH3:13])[CH:8]=[C:7]([CH3:16])[C:6]=1[N:17]([CH3:19])[CH3:18])([CH3:4])([CH3:3])[CH3:2].[B:20](O)([OH:22])[OH:21]>C1(C)C=CC=CC=1>[B:20]([O:11][C:10]1[C:5]([C:1]([CH3:4])([CH3:2])[CH3:3])=[C:6]([N:17]([CH3:19])[CH3:18])[C:7]([CH3:16])=[CH:8][C:9]=1[C:12]([CH3:13])([CH3:15])[CH3:14])([OH:22])[OH:21]

Participants

4

Reactant 2

HCID 7628Boric AcidHCID 30157193-(Dimethylamino)-2,6-bis(1,1-dimethylethyl)-p-cresol

Product 1

HCID 19806990HCID 19806990, compoundYield 254.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Conditions

Temperature
115 °C

Procedure

A mixture of 2,6-di-tertiary-butyl-dimethylamino- p-cresol (263 gm, one mole), boric acid (20.7 gm, 0.33 mole), and toluene (650 ml.) was heated while stirring vigorously at 115° C. for four hours and water (6.5 ml.) was collected by azeotropic distillation. At the end of the reaction,the unreacted, insoluble material was removed by filtration, and the toluene was removed under reduced pressure, leaving the product as a golden orange solid (258 gm) with a melting point of 73°-79°C.

Workup

  1. temperaturewas heated
  2. distillationwater (6.5 ml.) was collected by azeotropic distillation
  3. customAt the end of the reaction,the unreacted, insoluble material was removed by filtration
  4. customthe toluene was removed under reduced pressure

Sources & evidence

ORD record
ord-9fe0e0d14d5f475fb1559ab43c8c8143
Source dataset
uspto-grants-1992_12
Patent number
US05169547

Reaction notes

Loading…