2,5-Dichloronitrobenzene → 2-(4-Chloro-2-nitrophenoxy)benzaldehyde

HRID 21680

反応式

HRID 21680 の反応式
Cl[C:2]1[CH:7]=[CH:6][C:5]([Cl:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].[K].[CH:13](=[O:21])[C:14]1[C:15](=[CH:17][CH:18]=[CH:19][CH:20]=1)[OH:16]>O>[N+:9]([C:3]1[CH:4]=[C:5]([Cl:8])[CH:6]=[CH:7][C:2]=1[O:16][C:15]1[CH:17]=[CH:18][CH:19]=[CH:20][C:14]=1[CH:13]=[O:21])([O-:11])=[O:10]

参加物

5

反応物 3

HCID 69772,5-DichloronitrobenzeneHCID 6998SalicylaldehydeHCID 5462222Potassium

生成物 1

HCID 157803122-(4-Chloro-2-nitrophenoxy)benzaldehyde

試薬・触媒・溶媒 1

HCID 962Water溶媒

反応条件

温度
150 °C

実験手順

Briefly, 200 parts of 2,5-dichloro-nitrobenzene were heated to 160° C. and stirred, and 160 parts of the potassium salt of salicylaldehyde was added over a period of 30 minutes. After the addition was complete, an exothermic reaction took place, and the temperature rose to about 195° C. Heating was discontinued until the reaction subsided, and the mixture was heated for 1 hour at 150° C. The mixture was cooled, ice and water were added, and it was extracted with ether. The ether layer was filtered to remove insoluble material, and the resultant solution was dried over sodium sulfate. The ether solvent was evaporated, and the residual oil was re crystallized from a mixture of hexane and benzene to give 2-(2-nitro-4-chloro-phenoxy)benzaldehyde melting at about 100°-101° C.

後処理

  1. additionAfter the addition
  2. customan exothermic reaction
  3. customrose to about 195° C
  4. temperatureHeating
  5. temperatureThe mixture was cooled
  6. extractionit was extracted with ether
  7. filtrationThe ether layer was filtered
  8. customto remove insoluble material
  9. dry with materialthe resultant solution was dried over sodium sulfate
  10. customThe ether solvent was evaporated
  11. customthe residual oil was re crystallized from a mixture of hexane and benzene

出典と根拠

ORDレコード
ord-b7f734fbe07249b8b4bb5856115d9c18
出典データセット
uspto-grants-1995_06
特許番号
US05424424

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