Toluene → N-{2-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]ethyl}-cyclopropane carboxyamide

HRID 1708225

反応式

HRID 1708225 の反応式
[Cl:1][C:2]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[C:15]([F:20])[CH:14]=2)[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][NH2:7].C(N(CC)CC)C.C1(C(Cl)=[O:32])CC1.[C:34]1([CH3:40])[CH:39]=[CH:38][CH:37]=CC=1>>[Cl:1][C:2]1[CH:11]=[C:10]([O:12][C:13]2[CH:18]=[C:17]([F:19])[CH:16]=[C:15]([F:20])[CH:14]=2)[CH:9]=[CH:8][C:3]=1[O:4][CH2:5][CH2:6][NH:7][C:40]([CH2:34][CH:39]1[CH2:38][CH2:37]1)=[O:32]

参加物

5

反応物 4

HCID 1140Toluene2 回HCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chlorideHCID 157664892-[2-Chloro-4-(3,5-difluorophenoxy)phenoxy]ethylamine

生成物 1

HCID 131718735N-{2-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]ethyl}-cyclopropane carboxyamide

実験手順

To a mixture of 200 g (0.667 mol) of 2-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]ethylamine, 81 g (0.80 mol) of triethylamine and 8 liter of toluene, there was added dropwise a solution of 70 g (0.67 mol) of cyclopropane carbonylchloride in 2 liter of toluene with stirring at a temperature of from 5° C. to 10° C. After 2 hours, the reaction mixture was stirred at a room temperature for 15 hours. After the reaction was completed, the resultant mixture was washed twice with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure. The residue was subjected to silica gel chromatography to give 163 g of N-{2-[2-chloro-4-(3,5-difluorophenoxy)phenoxy]ethyl}-cyclopropane carboxyamide as a white crystal (m.p. 89°-90° C.).

後処理

  1. stirringthe reaction mixture was stirred at a room temperature for 15 hours
  2. washthe resultant mixture was washed twice with water
  3. dry with materialdried over anhydrous magnesium sulfate
  4. concentrationconcentrated under reduced pressure

出典と根拠

ORDレコード
ord-5eca01d2cb9549768adfe440c9792a81
出典データセット
uspto-grants-1994_10
特許番号
US05356930

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