Hydroxyamine hydrochloride → (3-Bromothien-2-yl) (3-methoxyphenyl)methanone oxime

HRID 622216

反応式

HRID 622216 の反応式
[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)=O.Cl.[OH:18][NH2:19]>N1C=CC=CC=1>[Br:1][C:2]1[CH:6]=[CH:5][S:4][C:3]=1[C:7]([C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)=[N:19][OH:18]

参加物

4

反応物 2

HCID 443297Hydroxyamine hydrochlorideHCID 21915416(3-Bromothien-2-yl) (3-methoxyphenyl)methanone

生成物 1

HCID 72727313(3-Bromothien-2-yl) (3-methoxyphenyl)methanone oxime収率 87%

試薬・触媒・溶媒 1

HCID 1049Pyridine溶媒

実験手順

A mixture prepared from 7 g of (3-bromothien-2-yl) (3-methoxyphenyl)methanone, 3.09 g of hydroxyamine hydrochloride and 40 ml of pyridine was stirred at room temperature overnight and thereafter heated at 100°-115° C. for 4 hours. The mixture was then quenched with water, the organics were extracted into ether, and the ether solution was washed with 3N hydrochloric acid and water and dried over anhydrous magnesium sulfate. Evaporation of the ether left a residue which crystallized upon standing overnight. The crude solid was passed through a column (alumina packed in hexane) with 15% ether/hexane used as an eluent. The solid was recrystallized from ether/hexane to give a crystalline product (6.4 g, m.p. 100°-103° C).

後処理

  1. temperatureheated at 100°-115° C. for 4 hours
  2. customThe mixture was then quenched with water
  3. extractionthe organics were extracted into ether
  4. washthe ether solution was washed with 3N hydrochloric acid and water
  5. dry with materialdried over anhydrous magnesium sulfate
  6. customEvaporation of the ether
  7. waitleft a residue which
  8. customcrystallized
  9. waitupon standing overnight
  10. customThe solid was recrystallized from ether/hexane

出典と根拠

ORDレコード
ord-c06675f240434e9cb982cfd930b85842
出典データセット
uspto-grants-1988_09
特許番号
US04769472

関連ノート

読み込み中…