L-Methionine → 4-(4-[1,3,4]Oxadiazol-2-yl-phenoxy)-phenol

HRID 49147

반응식

HRID 49147 반응식
C[O:2][C:3]1[CH:20]=[CH:19][C:6]([O:7][C:8]2[CH:13]=[CH:12][C:11]([C:14]3[O:15][CH:16]=[N:17][N:18]=3)=[CH:10][CH:9]=2)=[CH:5][CH:4]=1.N[C@H](C(O)=O)CCSC.CS(O)(=O)=O>C(=O)(O)[O-].[Na+]>[O:15]1[CH:16]=[N:17][N:18]=[C:14]1[C:11]1[CH:12]=[CH:13][C:8]([O:7][C:6]2[CH:19]=[CH:20][C:3]([OH:2])=[CH:4][CH:5]=2)=[CH:9][CH:10]=1

참가 물질

5

반응물 3

HCID 6137L-MethionineHCID 6395Methanesulfonic AcidHCID 206362342-[4-(4-Methoxy-phenoxy)-phenyl]-[1,3,4]oxadiazole

생성물 1

HCID 206362354-(4-[1,3,4]Oxadiazol-2-yl-phenoxy)-phenol수율 87.3%

시약·촉매·용매 1

HCID 516892Sodium Bicarbonate용매

반응 조건

온도
50 °C

실험 절차

A mixture of 2-[4-(4-Methoxy-phenoxy)-phenyl]-[1,3,4]oxadiazole (1.1 g, 4.1 mmol), methionine (0.94 g, 4.9 mmol) and methanesulfonic acid (20.5 mL) was heated to 50° C. for 1.5 hours. The mixture was poured into ice cold 5M sodium hydroxide solution (60 mL), diluted with sodium bicarbonate solution (saturated aqueous), and was extracted three times into ethyl acetate. The combined organic phases were dried over sodium sulfate (Na2SO4), filtered and concentrated in vacuo, affording 4-(4-[1,3,4]oxadiazol-2-yl-phenoxy)-phenol as a colorless solid (0.91 g).

후처리

  1. extractionwas extracted three times into ethyl acetate
  2. dry with materialThe combined organic phases were dried over sodium sulfate (Na2SO4)
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-0d42d15a12cb4d7cabd141e5b7258afd
출처 데이터셋
uspto-grants-2004_03
특허 번호
US06706723B2

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