Ethylene Glycol → 2-(4-Chlorophenyl)-2-(4-nitrophenyl)-1,3-dioxolane

HRID 277739

反応式

HRID 277739 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]([C:10]2[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=2)=[O:9])=[CH:4][CH:3]=1.[CH2:19](O)[CH2:20][OH:21].O.CC1C=CC(S(O)(=O)=O)=CC=1>CC1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8]2([C:10]3[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=3)[O:21][CH2:20][CH2:19][O:9]2)=[CH:6][CH:7]=1

参加物

5

反応物 3

HCID 174Ethylene GlycolHCID 3477714-Chloro-4'-nitrobenzophenoneHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 154896262-(4-Chlorophenyl)-2-(4-nitrophenyl)-1,3-dioxolane収率 98%

試薬・触媒・溶媒 1

HCID 1140Toluene溶媒

実験手順

A mixture of (4-chlorophenyl)(4-nitrophenyl)methanone (0.0382 mol), 1,2-ethanediol (0.0764 mol) and 4-methylbenzenesulfonic acid monohydrate 96% (0.19 mol) in methylbenzene (150 ml) was stirred and refluxed in a Dean Stark apparatus for 24 hours. The mixture was washed with K2CO3 (10%) and then with water. The organic layer was dried, filtered off and evaporated. The product was used without further purification, yielding 11.42 g (98%) of 2-(4-chlorophenyl)-2-(4nitro-phenyl)-1,3-dioxolane (interm. 1).

後処理

  1. temperaturerefluxed in a Dean Stark apparatus for 24 hours
  2. washThe mixture was washed with K2CO3 (10%)
  3. customThe organic layer was dried
  4. filtrationfiltered off
  5. customevaporated
  6. customThe product was used without further purification

出典と根拠

ORDレコード
ord-ce8df340b3c24cc6b99b76346f0e797b
出典データセット
uspto-grants-2002_03
特許番号
US06358961B1

関連ノート

読み込み中…