Bromocyclopentane → HCID 22626828, compound

HRID 277911Notes

Reaction equation

HRID 277911 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH2:9][C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1.[H-].[Na+].Br[CH:15]1[CH2:19][CH2:18][CH2:17][CH2:16]1>CN(C=O)C>[CH:15]1([CH:9]([C:5]2[CH:6]=[CH:7][CH:8]=[C:3]([O:2][CH3:1])[CH:4]=2)[C:10]#[N:11])[CH2:19][CH2:18][CH2:17][CH2:16]1

Participants

5

Reactant 3

HCID 8728BromocyclopentaneHCID 24758Sodium hydrideHCID 88310(3-Methoxyphenyl)acetonitrile

Product 1

HCID 22626828HCID 22626828, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By working in a way similar to that described in example 16 but using 3-methoxy-phenyl-acetonitrile (4.4 g, 30 mmoles), anhydrous DMF (30 ml), NaH (55-65%, 1.44 g, 36.3 mmoles) and bromocyclopentane (5.4 g, 36.3 mmoles), 5.8 g of the title compound were obtained (yield: 90%).

Sources & evidence

ORD record
ord-cccfe6a6b76b490dae8af482ce246ea5
Source dataset
uspto-grants-2002_03
Patent number
US06358973B1

Reaction notes

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