Benzyl Bromide → HCID 24721025, compound

HRID 1925494Notes

Reaction equation

HRID 1925494 reaction equation
[N+:1](/[C:4](/[CH3:13])=[CH:5]/[C:6]1[CH:7]=[C:8]([OH:12])[CH:9]=[CH:10][CH:11]=1)([O-:3])=[O:2].[H-].[Na+].[CH2:16](Br)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1>CN(C)C=O>[CH2:16]([O:12][C:8]1[CH:9]=[CH:10][CH:11]=[C:6](/[CH:5]=[C:4](/[N+:1]([O-:3])=[O:2])\[CH3:13])[CH:7]=1)[C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 24758Sodium hydrideHCID 6365568HCID 6365568, compound

Product 1

HCID 24721025HCID 24721025, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To a solution of Intermediate 1 (23.68 g, 0.13 mol) in dimethylformamide (175 mL) was slowly added sodium hydride (60%, 5.29 g, 0.13 mol). The mixture was stirred at room temperature for 1 hour. Then benzyl bromide (15.72 mL, 0.13 mol) was added into the mixture and was stirred at room temperature for 24 hours. The solvent was removed under reduced pressure. The title compound was obtained (26.46 g, 74%) and was used in the next step without further purification. MS (M+): 270.

Workup

  1. stirringwas stirred at room temperature for 24 hours
  2. customThe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-50b14a984442476793aba4de03cf1771
Source dataset
uspto-grants-2012_05
Patent number
US08178679B2

Reaction notes

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