1,3-Dichloroacetone → 4-(Chloromethyl)-2-(thiophen-2-yl)-1,3-oxazole

HRID 322273

반응식

HRID 322273 반응식
[S:1]1[CH:5]=[CH:4][CH:3]=[C:2]1[C:6]([NH2:8])=[O:7].[Cl:9][CH2:10][C:11]([CH2:13]Cl)=O.C(=O)([O-])[O-].[K+].[K+]>O>[Cl:9][CH2:10][C:11]1[N:8]=[C:6]([C:2]2[S:1][CH:5]=[CH:4][CH:3]=2)[O:7][CH:13]=1

참가 물질

5

반응물 3

HCID 107931,3-DichloroacetoneHCID 11430Potassium CarbonateHCID 220632-Thiophenecarboxamide

생성물 1

HCID 25295314-(Chloromethyl)-2-(thiophen-2-yl)-1,3-oxazole수율 57%

시약·촉매·용매 1

HCID 962Water용매

반응 조건

온도
120 °C

실험 절차

A mixture of 2-thiophenecarboxamide (5.09 g) and 1,3-dichloroacetone (457 g) was stirred at 120° C. for 2 hours. The reaction mixture was poured into water, nautralized with potassium carbonate, and then extracted with ethyl acetate. The ethyl acetate layer was washed with water, dried (MgSO4), and concentrated under reduced pressure. The residue was subjected to a silica gel column chromatography. From the fraction eluted with diethyl ether-hexane (1:9, v/v), 4-chloromethyl-2-(2-thienyl)oxazole (4.09 g, 57%) was obtained. Recrystallization from isopropylether gave colorless needles, mp 59-59° C.

후처리

  1. extractionextracted with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated under reduced pressure
  5. washFrom the fraction eluted with diethyl ether-hexane (1:9, v/v)

출처 및 근거

ORD 기록
ord-c0f2cf7c7df84db1a690d728e4081640
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06211215B1

연결된 노트

불러오는 중…