Reaction #2329014

ord-5a4a2442e5e04d558eb6665209eb4649

Reaction equation

N#Cc1ccc(O[C@@H]2CCC[C@@H]2O)cc1Cl
product
N#Cc1ccc(O[C@@H]2CCC[C@@H]2O)cc1Cl
2-Chloro-4-(cis-2-hydroxy-cyclopentyloxy)-benzonitrile
C=CCI
allyl iodide
→
C=CCO[C@H]1CCC[C@H]1Oc1ccc(C#N)c(Cl)c1
title compound
Yield 11.8%
C=CCO[C@H]1CCC[C@H]1Oc1ccc(C#N)c(Cl)c1
4-(cis-2-Allyloxy-cyclopentyloxy)-2-chloro-benzonitrile
Yield 11.8%

Reactants

N#Cc1ccc(O[C@@H]2CCC[C@@H]2O)cc1Cl
product
N#Cc1ccc(O[C@@H]2CCC[C@@H]2O)cc1Cl
2-Chloro-4-(cis-2-hydroxy-cyclopentyloxy)-benzonitrile
C=CCI
allyl iodide

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

The product of Example 34, Step A (87 mg) was alkylated with allyl iodide (73.6 mg) according to the procedure of Example 34, Step B to give 12 mg of the title compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07670613B2uspto-grants-2010_03