Ethanol → Ethyl 2-(3,4-dimethoxyphenyl)-2-methylpropanoate

HRID 1627395ノート

反応式

HRID 1627395 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([CH3:16])([CH3:15])[C:12]([OH:14])=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].OS(O)(=O)=O.[CH3:22][CH2:23]O>>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]([CH3:16])([CH3:15])[C:12]([O:14][CH2:22][CH3:23])=[O:13])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

参加物

4

反応物 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 122597132-(3,4-Dimethoxyphenyl)-2-methylpropanoic acid

生成物 1

HCID 20523075Ethyl 2-(3,4-dimethoxyphenyl)-2-methylpropanoate

実験手順

A solution of 2-(3,4-dimethoxyphenyl)-2-methylpropanoic acid (2.5 g, 11.15 mmol) in EtOH (50 mL) with H2SO4 (cat.) was heated at reflux 12 h. The mixture was cooled to room temperature and the solvent was evaporated under reduced pressure. The residue was dissolved in EtOAc and washed with satd NaHCO3 and brine. The organic layer was dried over MgSO4, filtered and concentrated to give ethyl 2-(3,4-dimethoxyphenyl)-2-methylpropanoate (2.81 g, quant), which was used without further purification. 1H NMR (400 MHz, CDCl3) δ 6.95-6.78 (m, 3H), 4.14 (q, 2H), 3.88 (s, 3H), 3.87 (s, 3H), 1.56 (s, 6H), 1.19 (t. 3H).

後処理

  1. temperatureat reflux 12 h
  2. customthe solvent was evaporated under reduced pressure
  3. dissolutionThe residue was dissolved in EtOAc
  4. washwashed with satd NaHCO3 and brine
  5. dry with materialThe organic layer was dried over MgSO4
  6. filtrationfiltered
  7. concentrationconcentrated

出典と根拠

ORDレコード
ord-905bafa706184d05b3f63e0d7c5535ac
出典データセット
uspto-grants-2014_07
特許番号
US08785488B2

反応ノート

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