1,4-Dibromobutane → 1-(3-(Trifluoromethyl)phenyl)cyclopentanecarbonitrile

Reaction equation

[F:1][C:2]([F:13])([F:12])[C:3]1[CH:4]=[C:5]([CH2:9][C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1.Br[CH2:15][CH2:16][CH2:17][CH2:18]Br.FC(F)(F)C1C=CC(C2(C#N)CCCC2)=CC=1>>[F:1][C:2]([F:12])([F:13])[C:3]1[CH:4]=[C:5]([C:9]2([C:10]#[N:11])[CH2:18][CH2:17][CH2:16][CH2:15]2)[CH:6]=[CH:7][CH:8]=1

Participants

Reactant 3

HCID 80561,4-Dibromobutane

HCID 75360m-Trifluoromethylphenylacetonitrile

HCID 218996241-(4-(Trifluoromethyl)phenyl)cyclopentanecarbonitrile

Product 1

HCID 431190351-(3-(Trifluoromethyl)phenyl)cyclopentanecarbonitrile

Procedure

1-(3-(Trifluoromethyl)phenyl)cyclopentanecarbonitrile (468) was synthesized from 2-(3-(trifluoromethyl)phenyl)acetonitrile (467) and 1,4-dibromobutane following the procedure described for 1-(4-trifluoromethyl-phenyl)-cyclopentanecarbonitrile (237).

Sources & evidence

ORD record: ord-de44d5736b3b473ca5844c42db8055cf
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045486B2

Reaction notes

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