Benzaldehyde → N-benzylpropane-1,3-diamine

HRID 58968Notes

Reaction equation

HRID 58968 reaction equation
[CH:1](=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(OC(=O)[NH:15][CH2:16][CH2:17][CH2:18][NH2:19])(C)(C)C>>[CH2:1]([NH:15][CH2:16][CH2:17][CH2:18][NH2:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 240BenzaldehydeHCID 2735700tert-Butyl (3-aminopropyl)carbamate

Product 1

HCID 83811N-benzylpropane-1,3-diamine

Procedure

Example 20 was prepared in a similar fashion to Example 18 (CZ-25) from benzaldehyde and tert-butyl(3-aminopropyl)carbamate. 1H NMR (500 MHz, D2O) δ 7.49 (quint, J=3 Hz, 5H), 4.26 (s, 2H), 3.17 (t, J=8 Hz, 2H), 3.07 (t, J=8 Hz, 2H), 2.09 (quint, J=7.5 Hz, 2H). 13C NMR (125 MHz, D2O) δ 130.6, 129.9, 129.8, 129.4, 51.4, 44.1, 36.7, 23.9. LRMS [M+H]+291.3.

Sources & evidence

ORD record
ord-9c2f01503e6f435b961eb17716df95c4
Source dataset
uspto-grants-2016_09
Patent number
US09439433B2

Reaction notes

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