Ethyl Bromide → HCID 12665498, compound

HRID 277908Notes

Reaction equation

HRID 277908 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+].[CH2:14](Br)[CH3:15]>CN(C=O)C>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:9]([CH2:14][CH3:15])[C:10]#[N:11])[CH:6]=[CH:7][CH:8]=1

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 24758Sodium hydrideHCID 88310(3-Methoxyphenyl)acetonitrile

Product 1

HCID 12665498HCID 12665498, compoundYield 58%

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 (8.8 g, 60 mmoles), DMF (60 ml), NaH (60%, 2.88 g, 72 mmoles) and ethylbromide (7.85 g, 72 mmoles), and chromatographing with petrolatum/ethyl ether 97:3 as eluent, 6.1 g of the title compound were obtained (yield: 58%).

Sources & evidence

ORD record
ord-758f8c22277748a2b95a0a1d1125bf27
Source dataset
uspto-grants-2002_03
Patent number
US06358973B1

Reaction notes

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