Benzene → HCID 20332624, compound

HRID 1706879Notes

Reaction equation

HRID 1706879 reaction equation
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=1[Cl:12])=[O:4].O[CH2:14][CH:15]([OH:22])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>O.C(O)CCC>[Br:1][CH2:2][C:3]1([C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][C:6]=2[Cl:12])[O:22][CH:15]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[CH2:14][O:4]1

Participants

7

Reactant 4

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 71491-Phenyl-1,2-ethanediolHCID 758282-Bromo-1-(2,4-dichlorophenyl)ethan-1-one

Product 1

HCID 20332624HCID 20332624, compound

Reagents, catalysts & solvents 2

HCID 2631-ButanolSolventHCID 962WaterSolvent

Procedure

A mixture of 13.4 parts of 2-bromo-2',4'-dichloroacetophenone, 8.4 parts of α-(hydroxymethyl)benzyl alcohol, 1.15 parts of p-toluenesulfonic acid, 160 parts of benzene and 140 parts of n-butanol is stirred and refluxed for 48 hours with a water-separator. The solvent is removed in vacuo. The residue is purified by column-chromatography over silica gel, using chloroform as eluent. The pure fractions are collected and the eluent is evaporated, yielding 2-(bromomethyl)-2-(2,4-dichlorophenyl)-4-phenyl-1,3-dioxolane as residue.

Workup

  1. customThe solvent is removed in vacuo
  2. customThe residue is purified by column-chromatography over silica gel
  3. customThe pure fractions are collected
  4. customthe eluent is evaporated

Sources & evidence

ORD record
ord-7ec2d03facae476795f11754be65f0ff
Source dataset
uspto-grants-1980_06
Patent number
US04209447

Reaction notes

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