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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 333267Generated: October 30, 2026

1,5-Dibromopentane → 1-(3-FLUOROPHENYL)CYCLOHEXANECARBONITRILE

https://huagongshe.com/reaction/333267

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,5-DibromopentaneHCID 8100—
ReactantBenzeneacetonitrile, 3-fluoro-HCID 68145—
Product1-(3-FLUOROPHENYL)CYCLOHEXANECARBONITRILEHCID 73612598.2%

Reaction Steps

The title compound was prepared from 2-(3-fluorophenyl)acetonitrile (2.58 ml, 22.2 mmol) and 1,5-dibromopentane (3.324 ml, 24.4 mmol) according to General Procedure J to yield 1-(3-fluorophenyl)cyclohexanecarbonitrile (4.43 g, 97%) as a clear oil. 1H NMR (CDCl3) δ 1.26-1.39 (m, 1H), 1.76-1.88 (m, 7H), 2.17 (d, J=11.2 Hz, 2H), 6.93-6.98 (m, 1H), 7.04 (d, J=8.0 Hz, 1H), 7.09 (d, J=8.0 Hz, 1H), 7.30-7.35 (m, 1H). 13C NMR (CDCl3) δ 23.7, 25.0, 37.5, 44.6, 122.5, 125.0, 125.1, 126.0, 129.5, 130.0, 142.8.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08877975B2
Source datasetuspto-grants-2014_11
ORD IDord-b32a57f23d814c8282da8a07f7b7105f
Source noteuspto-grants-2014_11