Benzene → 2-(Bromomethyl)-2,4-bis(4-chlorophenyl)-1,3-dioxolane

HRID 1706876ノート

反応式

HRID 1706876 の反応式
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)=[O:4].[Cl:12][C:13]1[CH:18]=[CH:17][C:16]([CH:19]([OH:22])[CH2:20]O)=[CH:15][CH:14]=1.C1(C)C=CC(S(O)(=O)=O)=CC=1.C1C=CC=CC=1>O>[Br:1][CH2:2][C:3]1([C:5]2[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=2)[O:22][CH:19]([C:16]2[CH:17]=[CH:18][C:13]([Cl:12])=[CH:14][CH:15]=2)[CH2:20][O:4]1

参加物

6

反応物 4

HCID 241BenzeneHCID 6101p-Toluenesulfonic acidHCID 68303p-Chlorophenacyl bromideHCID 1011071-(4-Chlorophenyl)-1,2-ethanediol

生成物 1

HCID 203326202-(Bromomethyl)-2,4-bis(4-chlorophenyl)-1,3-dioxolane

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

A mixture of 11.7 parts of 2-bromo-4'-chloroacetophenone, 9 parts of 1-(p-chlorophenyl)-1,2-ethanediol, 0.5 parts of p-toluenesulfonic acid and 80 parts of benzene is stirred and refluxed for 2 days with water-separator. The reaction mixture is cooled and washed successively twice with a sodium hydrogen carbonate solution and once with water. The organic phase is dried and evaporated. The residue is triturated in petroleum ether and cooled on ice. The precipitated product is filtered off, crystallized from methanol, stirred in acetonitrile while cooling on ice, filtered off again and washed once more with acetonitrile, yielding 2-(bromomethyl)-2,4-bis(p-chlorophenyl)-1,3-dioxolane.

後処理

  1. temperatureThe reaction mixture is cooled
  2. washwashed successively twice with a sodium hydrogen carbonate solution and once with water
  3. customThe organic phase is dried
  4. customevaporated
  5. customThe residue is triturated in petroleum ether
  6. temperaturecooled on ice
  7. filtrationThe precipitated product is filtered off
  8. customcrystallized from methanol
  9. stirringstirred in acetonitrile
  10. temperaturewhile cooling on ice
  11. filtrationfiltered off again
  12. washwashed once more with acetonitrile

出典と根拠

ORDレコード
ord-700a3e22731848aeb67d8cb1901608bf
出典データセット
uspto-grants-1980_06
特許番号
US04209447

反応ノート

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