4-Heptanol → 2-Amino-6-(heptan-4-yloxy)benzonitrile

HRID 1467007Notes

Reaction equation

HRID 1467007 reaction equation
[CH3:1][CH2:2][CH2:3][CH:4]([OH:8])[CH2:5][CH2:6][CH3:7].[NH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14](F)[C:11]=1[C:12]#[N:13]>>[NH2:9][C:10]1[CH:17]=[CH:16][CH:15]=[C:14]([O:8][CH:4]([CH2:5][CH2:6][CH3:7])[CH2:3][CH2:2][CH3:1])[C:11]=1[C:12]#[N:13]

Participants

3

Reactant 2

HCID 115134-HeptanolHCID 5226592-Amino-6-fluorobenzonitrile

Product 1

HCID 667456982-Amino-6-(heptan-4-yloxy)benzonitrile

Procedure

Prepared as in Example 22b from heptan-4-ol and 2-amino-6-fluorobenzonitrile as a white solid (24%). 1H NMR (400 MHz, CDCl3) δ 0.92 (t, J=7.2 Hz, 6H), 1.55-1.31 (m, 8H), 3.88 (s, br, 1H), 4.33-4.27 (m, 1H), 6.26 (d, J=8.0 Hz, 1H), 6.35 (d, J=8.0 Hz, 1H), 7.20 (t, J=8.0 Hz, 1H).

Sources & evidence

ORD record
ord-b411d41b969b4463967f67689e288e44
Source dataset
uspto-grants-2015_04
Patent number
US09000054B2

Reaction notes

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