Potassium Carbonate → 2-(2,4-Dichlorophenyl)-5-(oxiran-2-ylmethoxy)benzoxazole

HRID 22726

반응식

HRID 22726 반응식
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:10][C:11]2[CH:17]=[CH:16][C:15]([OH:18])=[CH:14][C:12]=2[N:13]=1.[CH2:19]([C@H:21]1[O:23][CH2:22]1)Cl.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1[O:10][C:11]2[CH:17]=[CH:16][C:15]([O:18][CH2:19][CH:21]3[CH2:22][O:23]3)=[CH:14][C:12]=2[N:13]=1

참가 물질

5

반응물 3

HCID 11430Potassium CarbonateHCID 149428(+)-EpichlorohydrinHCID 219117282-(2,4-Dichlorophenyl)benzoxazol-5-ol2회

생성물 1

HCID 219116592-(2,4-Dichlorophenyl)-5-(oxiran-2-ylmethoxy)benzoxazole

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

A mixture of 2-(2,4-dichlorophenyl)benzoxazol-5-ol, a compound of formula (g) (6.0 g, 36 mmol), (S)-(+)-epichlorohydrin (3.3 g, 315 mmol), a compound of formula (b) (20 ml, 182 mmol), and potassium carbonate (20 g, 144 mmol) in acetone (100 ml) was heated to reflux and stirred overnight. The solution was allowed to cool and filtered through Celite 512. The filtrate was evaporated under reduced pressure, to yield an oil. The oil was chromatographed on silica gel, eluting with 20% ethyl acetate/hexanes, to provide 2-(2,4-dichlorophenyl)-5-(oxiran-2-ylmethoxy)benzoxazole as a white solid (6.2 g, 28 mmol).

후처리

  1. temperatureto reflux
  2. temperatureto cool
  3. filtrationfiltered through Celite 512
  4. customThe filtrate was evaporated under reduced pressure
  5. customto yield an oil
  6. customThe oil was chromatographed on silica gel
  7. washeluting with 20% ethyl acetate/hexanes

출처 및 근거

ORD 기록
ord-d72bb1d66a474182a6dd290f9bff2a63
출처 데이터셋
uspto-grants-2005_02
특허 번호
US06849632B2

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