1,4-Dibromobutane → 1-(3-Chlorophenyl)cyclopentanecarbonitrile

Reaction equation

[Cl:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]#[N:10])[CH:5]=[CH:6][CH:7]=1.Br[CH2:12][CH2:13][CH2:14][CH2:15]Br.FC(F)(F)C1C=CC(C2(C#N)CCCC2)=CC=1>>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2([C:9]#[N:10])[CH2:15][CH2:14][CH2:13][CH2:12]2)[CH:5]=[CH:6][CH:7]=1

Participants

Reactant 3

HCID 80561,4-Dibromobutane

HCID 73722m-Chlorophenylacetonitrile

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

Product 1

HCID 157427191-(3-Chlorophenyl)cyclopentanecarbonitrile

Procedure

1-(3-Chlorophenyl)cyclopentanecarbonitrile (494) was synthesized from 2-(3-chlorophenyl)acetonitrile (493) and 1,4-dibromobutane following the procedure described for 1-(4-trifluoromethyl-phenyl)-cyclopentanecarbonitrile (237).

Sources & evidence

ORD record: ord-d38b2076cc574b7bbb235bfac3f1f18a
Source dataset: uspto-grants-2015_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09045486B2

Reaction notes

Loading…