Dimethylformamide → (3-Methyl-but-3-enyloxymethyl)-benzene

HRID 1524616Notes

Reaction equation

HRID 1524616 reaction equation
[CH:1]1[CH:6]=[CH:5][C:4]([CH2:7]Br)=[CH:3][CH:2]=1.[H-].[Na+].CN([CH:14]=[O:15])C>>[CH3:5][C:4](=[CH2:3])[CH2:7][CH2:14][O:15][CH2:7][C:4]1[CH:5]=[CH:6][CH:1]=[CH:2][CH:3]=1

Participants

4

Reactant 3

HCID 6228DimethylformamideHCID 7498Benzyl BromideHCID 24758Sodium hydride

Product 1

HCID 11095166(3-Methyl-but-3-enyloxymethyl)-benzene

Procedure

BnBr was added to the mixture of alcohol and NaH in DMF cooled in an ice bath. The mixture was stirred at room temperature overnight and the solid was filtered. The solvent was removed and the residue was purified by column chromatography to give compound 1.

Workup

  1. temperaturecooled in an ice bath
  2. filtrationthe solid was filtered
  3. customThe solvent was removed
  4. customthe residue was purified by column chromatography

Sources & evidence

ORD record
ord-e42ca219eeba496a90ffe45b2200bcfc
Source dataset
uspto-grants-2015_07
Patent number
US09079913B2

Reaction notes

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