Hydrogen Bromide → HCID 21896604, compound

HRID 277139Notes

Reaction equation

HRID 277139 reaction equation
[BrH:1].[Cl:2][C:3]1[CH:8]=[CH:7][C:6]([CH:9]([C:11]2[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=2)O)=[CH:5][CH:4]=1>C(O)(=O)C.C(Br)(=O)C>[Br:1][CH:9]([C:6]1[CH:7]=[CH:8][C:3]([Cl:2])=[CH:4][CH:5]=1)[C:11]1[CH:12]=[N:13][CH:14]=[CH:15][CH:16]=1

Participants

5

Reactant 2

HCID 260Hydrogen BromideHCID 240724(4-chlorophenyl)(pyridin-3-yl)methanol

Product 1

HCID 21896604HCID 21896604, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 10482Acetyl bromideSolvent

Conditions

Temperature
20 °C

Procedure

3-[Bromo(4-chlorophenyl)methyl]pyridine is obtained in the following manner: 3.5 cm3 of a 48% solution of hydrobromic acid in acetic acid and 1 cm3 of acetyl bromide are added to 1.5 g of (4-chlorophenyl)pyridin-3-ylmethanol. The amber-colored mixture thus obtained is heated under reflux for 4 hours and then cooled to 20° C., concentrated to dryness at 40° C. under 2.7 kPa, giving 1.53 g of 3-[bromo(4-chlorophenyl)methyl]pyridine (Rf=75/90, 254 nm, Silica Plates, reference 1.05719, Merck KGaA, 64271 Darmstatd, Germany).

Workup

  1. customThe amber-colored mixture thus obtained
  2. temperatureis heated
  3. temperatureunder reflux for 4 hours
  4. concentrationconcentrated to dryness at 40° C. under 2.7 kPa

Sources & evidence

ORD record
ord-a74008c9b6284957b97c29365eac65bb
Source dataset
uspto-grants-2002_03
Patent number
US06355631B1

Reaction notes

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