Pyridine → HCID 20160668, compound

HRID 247453Notes

Reaction equation

HRID 247453 reaction equation
[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]O)=[CH:4][C:3]=1[O:10][CH3:11].N1C=CC=CC=1.S(Cl)([Cl:20])=O>C1(C)C=CC=CC=1.O>[Br:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][Cl:20])=[CH:4][C:3]=1[O:10][CH3:11]

Participants

6

Reactant 3

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 13551345(4-Bromo-3-methoxyphenyl)-methanol

Product 1

HCID 20160668HCID 20160668, compound

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

4-Bromo-3-methoxybenzyl alcohol (21.7 g, 0.1 m) dissolved in toluene (200 ml) containing pyridine (11.8 g, 0.15 m) is stirred at 5° and treated wiih thionyl chloride (23.8 g, 0.2 m). The mixture is stirred, diluted with water and the organic layer washed with dilute hydrochloric acid, dried and concentrated in vacuo to give 4-bromo-3-methoxybenzyl chloride.

Workup

  1. stirringThe mixture is stirred
  2. washthe organic layer washed with dilute hydrochloric acid
  3. customdried
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-2b5d87918c484b3b8c5eb1f62f3d0379
Source dataset
uspto-grants-1987_11
Patent number
US04707483

Reaction notes

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