Dimethylformamide → HCID 68526126, compound

HRID 655348Notes

Reaction equation

HRID 655348 reaction equation
IC.[Br:3][C:4]1[CH:5]=[C:6]2[C:11](=[CH:12][CH:13]=1)[CH:10]=[C:9]([CH2:14][OH:15])[CH:8]=[CH:7]2.[H-].[Na+].[CH3:18]N(C=O)C>O>[Br:3][C:4]1[CH:13]=[CH:12][C:11]2[C:6](=[CH:7][CH:8]=[C:9]([CH2:14][O:15][CH3:18])[CH:10]=2)[CH:5]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 13473070(6-Bromonaphthalen-2-yl)methanol

Product 1

HCID 68526126HCID 68526126, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Iodomethane (18.96 g, 133.6 mmol) was added dropwise to ice-cooled mixture of (6-bromo-naphthalen-2-yl)-methanol (15.84 g, 66.8 mmol), sodium hydride 60% in oil (3.84 g, 100.2 mmol), and DMF (100 ml). Water was added and the product was filtered. Yield 16.7 g (99%).

Workup

  1. temperaturecooled
  2. filtrationthe product was filtered

Sources & evidence

ORD record
ord-16c2600e66f04b08bc960f32a73bc807
Source dataset
uspto-grants-2011_12
Patent number
US08071598B2

Reaction notes

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