Benzyl Bromide → HCID 86584312, compound

HRID 650966Notes

Reaction equation

HRID 650966 reaction equation
[N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][OH:8])[CH:2]=1.[CH2:9]([Br:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C(O)C>[Br-:16].[CH2:9]([N:1]1[CH:6]=[CH:5][CH:4]=[C:3]([CH2:7][OH:8])[CH2:2]1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 75103-Pyridinemethanol

Product 1

HCID 86584312HCID 86584312, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

To a solution of 3-pyridyl carbinol (100 mmol) in 30 mL of ethanol is added benzyl bromide (110 mmol) dropwise via addition funnel at room temperature. Stirring is continued for 2 hours at room temperature and solvents are removed in vacuo. The residue is taken up into acetonitrile (100 mL) and washed with hexanes (3×100 mL). The acetonitrile layer is concentrated in vacuo and dried under vacuum to provide N-benzyl-3-pyridyl carbinol bromide.

Workup

  1. additiondropwise via addition funnel at room temperature
  2. customsolvents are removed in vacuo
  3. washwashed with hexanes (3×100 mL)
  4. concentrationThe acetonitrile layer is concentrated in vacuo
  5. customdried under vacuum

Sources & evidence

ORD record
ord-debc630d7a834f53b72f7d4b5c9a69c8
Source dataset
uspto-grants-2001_08
Patent number
US06277865B1

Reaction notes

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