Benzyl Bromide → HCID 90310776, compound

HRID 1519164Notes

Reaction equation

HRID 1519164 reaction equation
[Br:1][C:2]1[CH:3]=[CH:4][C:5]([C:9]([CH3:12])([CH3:11])[CH3:10])=[C:6]([OH:8])[CH:7]=1.[CH2:13](Br)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.C([O-])([O-])=O.[Cs+].[Cs+]>C(#N)C>[CH2:13]([O:8][C:6]1[CH:7]=[C:2]([Br:1])[CH:3]=[CH:4][C:5]=1[C:9]([CH3:12])([CH3:11])[CH3:10])[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Participants

5

Reactant 3

HCID 7498Benzyl BromideHCID 10796Cesium carbonateHCID 103313825-Bromo-2-tert-butylphenol

Product 1

HCID 90310776HCID 90310776, compoundYield 92.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

5-Bromo-2-tert-butylphenol (1.08 g, 4.71 mmol), benzyl bromide (0.69 mL, 5.7 mmol) and Cs2CO3(2.3 g, 7.1 mmol) were added to 23.6 mL of acetonitrile and stirred at room temperature for 64 hours. The reaction mixture was filtered and concentrated to dryness. Purification by FCC resulted in title compound (1.39 g, 92%).

Workup

  1. filtrationThe reaction mixture was filtered
  2. concentrationconcentrated to dryness
  3. customPurification by FCC

Sources & evidence

ORD record
ord-012da4c8f76a47529858370c66df9ef2
Source dataset
uspto-grants-2015_07
Patent number
US09073876B2

Reaction notes

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