Sodium hydride → HCID 22626819, compound

HRID 277898Notes

Reaction equation

HRID 277898 reaction equation
[CH:1]1([CH2:6]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:18][O:19][C:20]1[CH:21]=[C:22]([CH2:26][C:27]#[N:28])[CH:23]=[CH:24][CH:25]=1.[H-].[Na+]>CN(C=O)C>[CH:1]1([CH2:6][CH:26]([C:22]2[CH:23]=[CH:24][CH:25]=[C:20]([O:19][CH3:18])[CH:21]=2)[C:27]#[N:28])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 88310(3-Methoxyphenyl)acetonitrileHCID 12568544Cyclopentylmethyl 4-methylbenzene-1-sulfonate

Product 1

HCID 22626819HCID 22626819, compoundYield 50.1%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

By working in a way similar to that described in example 2 but using toluen-4-sulphonic acid cyclopentylmethyl ester (5.09 g, 20 mmoles), obtained as described in example 6, 3-methoxy-phenyl-acetonitrile (2.94 g, 20 mmoles), NaH (55-65%, 880 mg, 22 mmoles) and DMF (25 ml), 2.3 g of the title compound were obtained (yield: 50.1%).

Workup

  1. customobtained

Sources & evidence

ORD record
ord-b7d935066d1d4426a091d19f4adf324d
Source dataset
uspto-grants-2002_03
Patent number
US06358973B1

Reaction notes

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