Benzyl Bromide → HCID 89713591, compound

HRID 1518954Notes

Reaction equation

HRID 1518954 reaction equation
[CH2:1]([Br:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH:9]([C:12]1[CH:17]=[CH:16][N:15]=[CH:14][CH:13]=1)([CH3:11])[CH3:10]>CC(C)=O>[Br-:8].[CH2:1]([N+:15]1[CH:16]=[CH:17][C:12]([CH:9]([CH3:11])[CH3:10])=[CH:13][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7498Benzyl BromideHCID 696744-Isopropylpyridine

Product 1

HCID 89713591HCID 89713591, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
55 °C

Procedure

Add benzyl bromide (4.3 mL, 36.4 mmol) to a solution of 4-isopropylpyridine (4.8 mL, 36.4 mmol) in acetone (16.3 mL). Stir the reaction mixture at 55° C. overnight. Concentrate the solvent and add diethyl ether. Sonicate the mixture and then decant the solvent. Dry the solid under vacuum to obtain the title compound as a pale yellow waxy solid (11.1 g, 100%). MS (m/z): 212 (M-Br).

Workup

  1. concentrationConcentrate the solvent
  2. additionadd diethyl ether
  3. customSonicate the mixture
  4. customdecant the solvent
  5. customDry the solid under vacuum

Sources & evidence

ORD record
ord-29c1621fb63644b6be04eb7c481ae2f8
Source dataset
uspto-grants-2015_07
Patent number
US09073856B2

Reaction notes

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