Nitric Acid → 1-(2,2-Dichlorocyclopropyl)-4-nitrobenzene

HRID 972884ノート

反応式

HRID 972884 の反応式
[N+:1]([O-:4])(O)=[O:2].[Cl:5][C:6]1([Cl:15])[CH2:8][CH:7]1[C:9]1[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.O.S(=O)(=O)(O)O>C(O)(=O)C>[Cl:5][C:6]1([Cl:15])[CH2:8][CH:7]1[C:9]1[CH:10]=[CH:11][C:12]([N+:1]([O-:4])=[O:2])=[CH:13][CH:14]=1

参加物

6

反応物 4

HCID 944Nitric AcidHCID 962WaterHCID 1118Sulfuric AcidHCID 953492,2-Dichlorocyclopropylbenzene

生成物 1

HCID 31271521-(2,2-Dichlorocyclopropyl)-4-nitrobenzene

試薬・触媒・溶媒 1

HCID 176Acetic Acid溶媒

反応条件

温度
4 °C

実験手順

Nitric acid (25 g.) was added during three hours to a mixture of (2,2-dichlorocyclopropyl)benzene (45 g.), water (13 g.), acetic acid (40 g.) and concentrated sulfuric acid (177 g.) with cooling (to 3-5° C.). The resulting mixture was quenched in a mixture of ice (400 g.) and chloroform (200 g.). The layers were separated and the aqueous layer was washed with chloroform (100 g.). The chloroform layers were combined and washed with aqueous sodium carbonate (5%, 300 ml.). The sodium carbonate layer was backwashed with chloroform (75 g.). The combined chloroform extracts were dried, fitered and concentrated, affording p-(2,2-dichlorocyclopropyl)nitrobenzene mixed with the ortho isomer (57 g.).

後処理

  1. customThe resulting mixture was quenched in a mixture of ice (400 g.) and chloroform (200 g.)
  2. customThe layers were separated
  3. washthe aqueous layer was washed with chloroform (100 g.)
  4. washwashed with aqueous sodium carbonate (5%, 300 ml.)
  5. dry with materialThe combined chloroform extracts were dried
  6. concentrationconcentrated

出典と根拠

ORDレコード
ord-250df96471cb4983aa8c537adc700a64
出典データセット
uspto-grants-1977_10
特許番号
US04053636

反応ノート

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