Ethane → N-diethylboranyl-2-methylpropan-2-amine

HRID 1415452Notes

Reaction equation

HRID 1415452 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[CH2:6]([B:8](CC)[CH2:9][CH3:10])[CH3:7].CC>>[C:1]([NH:5][B:8]([CH2:9][CH3:10])[CH2:6][CH3:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 3

HCID 6324EthaneHCID 6385Tert-ButylamineHCID 7357Triethylborane

Product 1

HCID 544731N-diethylboranyl-2-methylpropan-2-amine

Procedure

A mixture of 14.6 g. (0.2 moles) of t-butylamine and about 30 g. (0.3 moles) of triethyl borane after addition of about 1 g. of diethyl boryl pivalate is heated to 60° to 80° C. with stirring. Within 2.5 hours, 6.2 normal liters (92%) of ethane are evolved. Distillation under vacuum gives 24 g. (85%) of pure t-butylamino-diethyl borane boiling at 45° C./18 mm. Hg after having collected unconsumed triethyl borane. The residue weighs about 1 g.

Workup

  1. additionA mixture of 14.6 g
  2. distillationDistillation under vacuum
  3. customgives 24 g
  4. custom(85%) of pure t-butylamino-diethyl borane boiling at 45° C./18 mm. Hg after having collected unconsumed triethyl borane

Sources & evidence

ORD record
ord-de079ed13b44419bac01a1d405100051
Source dataset
uspto-grants-1977_01
Patent number
US04005132

Reaction notes

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