Ethyl Acetate → Ethyl 2-(4-hydroxyphenyl)-2-oxoacetate

HRID 1071778

反応式

HRID 1071778 の反応式
[OH:1][C:2]1[CH:14]=[CH:13][C:5]([CH:6]([OH:12])[C:7]([O:9][CH2:10][CH3:11])=[O:8])=[CH:4][CH:3]=1.C(OCC)(=O)C>C(O)(=O)C.[O-2].[O-2].[O-2].[Cr+6]>[OH:1][C:2]1[CH:14]=[CH:13][C:5]([C:6]([C:7]([O:9][CH2:10][CH3:11])=[O:8])=[O:12])=[CH:4][CH:3]=1

参加物

5

反応物 2

HCID 8857Ethyl AcetateHCID 111357Benzeneacetic acid, alpha,4-dihydroxy-, ethyl ester

生成物 1

HCID 11715332Ethyl 2-(4-hydroxyphenyl)-2-oxoacetate収率 27.2%

試薬・触媒・溶媒 2

HCID 10219390chromium (VI) trioxide触媒HCID 176Acetic Acid溶媒

実験手順

15.3 g of chromium trioxide is added dropwise to a solution of 15 g of ethyl 4-hydroxymandelate in 240 ml of acetic acid. The mixture is stirred at room temperature for 2 hours, poured into 1 l of ethyl acetate and extracted with saturated aqueous Na2CO3 solution. The aqueous phases are extracted with methylene chloride. The organic phases are washed with saturated aqueous Na2CO3 solution, followed by washing with water. The organic phases are dried over sodium sulfate. Filtration, evaporation of the solvent and distillation (ball-tube still distillation, boiling point 205° C. (0.076 bar)) give 4.04 g (27 wt %) ethyl 4-hydroxybenzoylformate as a yellow solid.

後処理

  1. extractionextracted with saturated aqueous Na2CO3 solution
  2. extractionThe aqueous phases are extracted with methylene chloride
  3. washThe organic phases are washed with saturated aqueous Na2CO3 solution
  4. washby washing with water
  5. dry with materialThe organic phases are dried over sodium sulfate
  6. filtrationFiltration, evaporation of the solvent and distillation (ball-tube
  7. distillationstill distillation, boiling point 205° C. (0.076 bar))

出典と根拠

ORDレコード
ord-9d5c3f3b648f409084cf2952c3aaf932
出典データセット
uspto-grants-2005_06
特許番号
US06906113B2

関連ノート

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