Hexamethylenediamine → N,N'-(1,6-hexylene)-bis[2-hydroxy-3,3-dimethylbutylamine]

HRID 1391114Notes

Reaction equation

[CH3:1][C:2]([CH3:7])([CH3:6])[CH:3]1[O:5][CH2:4]1.[NH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][NH2:15]>>[CH2:14]([NH:15][CH2:4][CH:3]([OH:5])[C:2]([CH3:7])([CH3:6])[CH3:1])[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][NH:8][CH2:4][CH:3]([OH:5])[C:2]([CH3:7])([CH3:6])[CH3:1]

Participants

Reactant 2

HCID 16402Hexamethylenediamine

HCID 921742-tert-Butyloxirane

Product 1

HCID 21332431N,N'-(1,6-hexylene)-bis[2-hydroxy-3,3-dimethylbutylamine]

Procedure

Condensation of 3,3-dimethyl-1-butene oxide and hexamethylenediamine affords N,N'-(1,6-hexylene)-bis[2-hydroxy-3,3-dimethylbutylamine] (I: R = (CH3)3C, R' = H, X = (CH2)6, Z = H).

Sources & evidence

ORD record: ord-0e9ca008e79c413a9b1f0a51e7e5018e
Source dataset: uspto-grants-1979_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04140860

Reaction notes

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