Tributyl borate → Dibutyl 2,6-di-tert-butyl-4-tolyl orthoborate

HRID 1074526Notes

Reaction equation

HRID 1074526 reaction equation
[C:1]([C:5]1[CH:10]=[C:9]([CH3:11])[CH:8]=[C:7]([C:12]([CH3:15])([CH3:14])[CH3:13])[C:6]=1[OH:16])([CH3:4])([CH3:3])[CH3:2].[B:17](OCCCC)([O:23][CH2:24][CH2:25][CH2:26][CH3:27])[O:18][CH2:19][CH2:20][CH2:21][CH3:22]>>[B:17]([O:16][C:6]1[C:5]([C:1]([CH3:4])([CH3:3])[CH3:2])=[CH:10][C:9]([CH3:11])=[CH:8][C:7]=1[C:12]([CH3:15])([CH3:14])[CH3:13])([O:23][CH2:24][CH2:25][CH2:26][CH3:27])[O:18][CH2:19][CH2:20][CH2:21][CH3:22]

Participants

3

Reactant 2

HCID 12712Tributyl borateHCID 314042,6-Di-tert-butyl-4-methylphenol

Product 1

HCID 76232Dibutyl 2,6-di-tert-butyl-4-tolyl orthoborate

Procedure

Di-n-butyl 2,6-di-t-butyl-4-methylphenyl borate was prepared by reacting boric acid with n-butanol to give tri-n-butyl borate which was isolated by distillation. 2,6-di-t-butyl-4-methylphenol (1 mole) was added to the tri-n-butyl borate (1 mole). The reaction mixture was heated and n-butanol collected as distillate. The di-n-butyl 2,6-di-t-butyl-4-methylphenyl borate was isolated by distillation and its purity was confirmed by infra-red spectrascopy and chemical analysis.

Workup

  1. customwas isolated by distillation
  2. temperatureThe reaction mixture was heated
  3. distillationn-butanol collected as distillate

Sources & evidence

ORD record
ord-7bca590834784c7d8e859ef2a011267c
Source dataset
uspto-grants-1983_07
Patent number
US04392973

Reaction notes

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