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

HRID 49147

反応式

HRID 49147 の反応式
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

参加物

5

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 516892Sodium Bicarbonate溶媒

反応条件

温度
50 °C

実験手順

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).

後処理

  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

出典と根拠

ORDレコード
ord-0d42d15a12cb4d7cabd141e5b7258afd
出典データセット
uspto-grants-2004_03
特許番号
US06706723B2

関連ノート

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