1-(4-Chloro-3-nitrophenoxy)-2-propanone → 1-(3-Amino-4-chlorophenoxy)-2-propanone

HRID 637688ノート

反応式

HRID 637688 の反応式
[Cl:1][C:2]1[CH:12]=[CH:11][C:5]([O:6][CH2:7][C:8](=[O:10])[CH3:9])=[CH:4][C:3]=1[N+:13]([O-])=O>[Ni].O1CCOCC1>[NH2:13][C:3]1[CH:4]=[C:5]([CH:11]=[CH:12][C:2]=1[Cl:1])[O:6][CH2:7][C:8](=[O:10])[CH3:9]

参加物

4

反応物 1

HCID 202556531-(4-Chloro-3-nitrophenoxy)-2-propanone

生成物 1

HCID 202556581-(3-Amino-4-chlorophenoxy)-2-propanone

試薬・触媒・溶媒 2

HCID 935Nickel触媒HCID 312751,4-Dioxane溶媒

実験手順

A mixture of 23.8 g (0.104 mole) of 1-(4-chloro-3-nitrophenoxy)-2-propanone, 2 g of Raney nickel and 240 ml of dioxane is hydrogenated at normal pressure and room temperature. After 20 hours (hydrogen absorption: 103%), the whole is filtered with suction over Celite, then washed with dioxane and concentrated by evaporation in vacuo. Purification of the crude product by chromatographed with petroleum ether/ether over silica gel and subsequent recrystallisation from ether/petroleum ether yields 1-(3-amino-4-chlorophenoxy)-2-propanone having a melting point of 49°-51°.

後処理

  1. customis hydrogenated at normal pressure and room temperature
  2. customAfter 20 hours (hydrogen absorption: 103%)
  3. filtrationthe whole is filtered with suction over Celite
  4. washwashed with dioxane
  5. concentrationconcentrated by evaporation in vacuo
  6. customPurification of the crude product
  7. customby chromatographed with petroleum ether/ether over silica gel and subsequent recrystallisation from ether/petroleum ether

出典と根拠

ORDレコード
ord-cb0315b64b9c43968813b6197e49a506
出典データセット
uspto-grants-1985_12
特許番号
US04558043

反応ノート

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