Butanal → N-tert-Butylbutylamine

HRID 2095220Notes

Reaction equation

HRID 2095220 reaction equation
[C:1]([NH2:5])([CH3:4])([CH3:3])[CH3:2].[CH3:6][CH2:7][CH:8]=O.[CH:10](=O)[CH2:11][CH2:12][CH3:13]>>[C:1]([NH:5][CH2:6][CH2:7][CH3:8])([CH3:4])([CH3:3])[CH3:2].[CH2:10]([NH:5][C:1]([CH3:4])([CH3:3])[CH3:2])[CH2:11][CH2:12][CH3:13]

Participants

5

Reactant 3

HCID 261ButanalHCID 527PropanalHCID 6385Tert-Butylamine

Product 2

HCID 85447N-tert-ButylbutylamineHCID 12426736N-tert-Butylpropan-1-amine

Procedure

In an analogous manner to that in example 1c, 1.5 mol of tert-butylamine were reacted with n-propionaldehyde (example 2a) or n-butyraldehyde (example 2b) to give the corresponding secondary amines (tert-butylpropylamine and n-butyl-tert-butylamine respectively), and they were then analyzed by gas chromatography. For these reactions too, yields of 93.6 area % (example 2a) and 95.7 area % (example 2b) of the corresponding secondary amines were achieved.

Sources & evidence

ORD record
ord-cebcb9426a6d459d8f49594b889d8403
Source dataset
uspto-grants-2013_05
Patent number
US08445726B2

Reaction notes

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