Sodium Iodide → 1-(4-Chloro-3-nitrophenoxy)-2-propanone

HRID 637687ノート

反応式

HRID 637687 の反応式
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([OH:8])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10].C(=O)([O-])[O-].[K+].[K+].[I-].[Na+].Cl[CH2:21][C:22](=[O:24])[CH3:23]>CN(C)C=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:21][C:22](=[O:24])[CH3:23])=[CH:4][C:3]=1[N+:9]([O-:11])=[O:10]

参加物

6

反応物 4

HCID 5238Sodium IodideHCID 6571ChloroacetoneHCID 11430Potassium CarbonateHCID 691274-Chloro-3-nitrophenol

生成物 1

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

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

実験手順

A mixture of 14.2 g (82 mmole) of 4-chloro-3-nitrophenol, 12.4 g (90 mmole) of ground potassium carbonate, 8.2 g (55 mmole) of sodium iodide, 8.3 g (90 mmole) of chloroacetone and 220 ml of dimethylformamide is stirred for 3 hours at room temperature. The whole is subsequently filtered, the residue is washed with dimethylformamide, the organic phase is concentrated by evaporation in vacuo and the resulting crude product is partitioned between water and methylene chloride. The solid remaining after drying and removal of the methylene chloride is recrystallised from methylene chloride/petroleum ether. 1-(4-chloro-3-nitrophenoxy)-2-propanone is obtained having a melting point of 92°-94°.

後処理

  1. filtrationThe whole is subsequently filtered
  2. washthe residue is washed with dimethylformamide
  3. concentrationthe organic phase is concentrated by evaporation in vacuo
  4. customthe resulting crude product is partitioned between water and methylene chloride
  5. customafter drying
  6. customremoval of the methylene chloride
  7. customis recrystallised from methylene chloride/petroleum ether

出典と根拠

ORDレコード
ord-94d56614d08a4b3da6b423d99ef21f2a
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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