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

HRID 637687노트

반응식

HRID 637687 반응식
[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]

참가 물질

6

반응물 4

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

생성물 1

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

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

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°.

후처리

  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

출처 및 근거

ORD 기록
ord-94d56614d08a4b3da6b423d99ef21f2a
출처 데이터셋
uspto-grants-1985_12
특허 번호
US04558043

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