Benzenebutanamine → (4-Isocyanatobutyl)benzene

HRID 736627Notes

Reaction equation

HRID 736627 reaction equation
[N-:1]=[C:2]=[O:3].[C:4]1([CH2:10][CH2:11][CH2:12][CH2:13]N)[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1>>[N:1]([CH2:13][CH2:12][CH2:11][CH2:10][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)=[C:2]=[O:3]

Participants

3

Reactant 2

HCID 83242BenzenebutanamineHCID 105034Isocyanate2×

Product 1

HCID 15932353(4-Isocyanatobutyl)benzeneYield 84%

Procedure

Following the synthetic procedure of 4b′ as described in Example 17, isocyanate 4c′ (84% yield) was synthesized from 4-(phenyl)butylamine as an oil. 1H-NMR (CDCl3) δ1.61-1.78 (m, 4H), 2.66 (t, J=7.5 Hz, 2H), 3.32 (t, J=6.5 Hz, 2H), 7.17-7.23 (m, 3H), 7.26-7.32 (m, 2H).

Sources & evidence

ORD record
ord-506b2c1120fe449891f5b23ec1c9f03e
Source dataset
uspto-grants-2009_09
Patent number
US07595403B2

Reaction notes

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