Sodium hydride → HCID 67025800, compound

HRID 1808287Notes

Reaction equation

HRID 1808287 reaction equation
[H-].[Na+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][OH:12])=[CH:6][CH:5]=1.Br[CH2:14][CH:15]1[CH2:17][CH2:16]1>CN(C=O)C>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH2:11][O:12][CH2:14][CH:15]2[CH2:17][CH2:16]2)=[CH:6][CH:5]=1

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 728512-(4-Bromophenyl)ethanolHCID 81503Bromomethylcyclopropane

Product 1

HCID 67025800HCID 67025800, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent3×

Procedure

To a suspension under nitrogen of 656.5 mg (16.4 mmol) of NaH (at 60% in oil) in 15 ml of DMF is added over 10 minutes a solution of 3 g (14.9 mmol) of 2-(4-bromophenyl)ethanol in 5 ml of DMF. After stirring for 30 minutes at room temperature, the reaction medium is cooled to 10° C. and a solution of 2.4 g (17.9 mmol) of (bromomethyl)cyclopropane in 10 ml of DMF is added over 15 minutes.

Workup

  1. temperaturethe reaction medium is cooled to 10° C.

Sources & evidence

ORD record
ord-49900770e0e7461a9f6f52ce47eb7e49
Source dataset
uspto-grants-2013_01
Patent number
US08357721B2

Reaction notes

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