1,5-Dibromopentane → 1-(4-(Trifluoromethyl)phenyl)cyclohexanecarbonitrile

HRID 333259Notes

Reaction equation

HRID 333259 reaction equation
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:8]=[CH:7][C:6]([CH2:9][C:10]#[N:11])=[CH:5][CH:4]=1.Br[CH2:15][CH2:16][CH2:17][CH2:18][CH2:19]Br>>[F:1][C:2]([F:12])([F:13])[C:3]1[CH:4]=[CH:5][C:6]([C:9]2([C:10]#[N:11])[CH2:19][CH2:18][CH2:17][CH2:16][CH2:15]2)=[CH:7][CH:8]=1

Participants

3

Reactant 2

HCID 81001,5-DibromopentaneHCID 753594-(Trifluoromethyl)phenylacetonitrile

Product 1

HCID 589547931-(4-(Trifluoromethyl)phenyl)cyclohexanecarbonitrile

Procedure

The title compound was synthesized from 2-(4-(trifluoromethyl)phenyl)-acetonitrile (4.11 g, 22.2 mmol) and 1,5-dibromopentane (3.324 ml, 24.4 mmol) according to General Procedure J and was obtained as a clear oil (4.98 g, 89%). 1H NMR (CDCl3) δ 1.23-1.39 (m, 1H), 1.76-1.92 (m, 7H), 2.17 (d, J=11.2 Hz, 2H), 7.63 (s, 4H). 13C NMR (CDCl13) δ 23.7, 25.0, 37.4, 44.7, 122.2, 126.0, 126.7, 130.2, 145.6,GC-MS m/z 253.

Sources & evidence

ORD record
ord-a756245b0e6c4fc0af16be007718bfb9
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

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