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

HRID 568514

반응식

HRID 568514 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 1049Pyridine용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-62b2f143b8034ec8b624b7d065859d69
출처 데이터셋
uspto-grants-1988_03
특허 번호
US04728651

연결된 노트

불러오는 중…