Ethyl orthoformate → Methyl 2-(benzo[d]oxazol-5-yl)acetate

HRID 660277

反応式

HRID 660277 の反応式
[CH3:1][O:2][C:3](=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]([OH:11])=[C:7]([NH2:12])[CH:6]=1.[CH:14](OCC)(OCC)OCC>O>[CH3:1][O:2][C:3](=[O:13])[CH2:4][C:5]1[CH:10]=[CH:9][C:8]2[O:11][CH:14]=[N:12][C:7]=2[CH:6]=1

参加物

4

反応物 2

HCID 31214Ethyl orthoformateHCID 1475136Methyl 2-(3-amino-4-hydroxyphenyl)acetate

生成物 1

HCID 16413026Methyl 2-(benzo[d]oxazol-5-yl)acetate

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Methyl-2-(3-amino-4-hydroxyphenyl)acetate (1.39 g, 7.67 mmol) was combined at RT with triethyl orthoformate (10 ml). The reaction mixture was heated to reflux for 12 h and then cooled to RT. Water (70 mL) was added thereto and the reaction mixture was extracted with EA. The combined organic phases were dried over MgSO4 and filtered. The solvent was removed under a vacuum and the residue purified by means of column chromatography (n-hexane/EA=2:1).

後処理

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux for 12 h
  3. extractionthe reaction mixture was extracted with EA
  4. dry with materialThe combined organic phases were dried over MgSO4
  5. filtrationfiltered
  6. customThe solvent was removed under a vacuum
  7. customthe residue purified by means of column chromatography (n-hexane/EA=2:1)

出典と根拠

ORDレコード
ord-6d899332cb7140c3ac23056d1c6960da
出典データセット
uspto-grants-2011_12
特許番号
US08084484B2

関連ノート

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