Methanol → Methyl 3-ethylbenzoate

HRID 2045837

反応式

HRID 2045837 の反応式
OS(O)(=O)=O.[CH2:6]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([OH:13])=[O:12])[CH3:7].[CH3:17]O>O>[CH2:6]([C:8]1[CH:9]=[C:10]([CH:14]=[CH:15][CH:16]=1)[C:11]([O:13][CH3:17])=[O:12])[CH3:7]

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 96207Benzoic acid, 3-ethyl-

生成物 1

HCID 12430992Methyl 3-ethylbenzoate収率 91%

試薬・触媒・溶媒 1

HCID 962Water溶媒

実験手順

Concentrated H2SO4 (1.0 mL) was added to a solution of 3-ethylbenzoic acid (500 mg, 3.33 mmol) in MeOH (10 mL). The mixture was heated at reflux for 18 h then cooled to room temperature. The mixture was diluted with water (50 mL) and extracted with Et2O (3×100 mL). The combined organic phase was dried (Na2SO4), filtered and concentrated in vacuo. Purification of the crude residue by chromatography on silica gel (hexanes→20% EtOAc/hexanes, gradient) afforded 500 mg (91%) of methyl 3-ethylbenzoate.

後処理

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 18 h
  3. extractionextracted with Et2O (3×100 mL)
  4. dry with materialThe combined organic phase was dried (Na2SO4)
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customPurification of the crude residue by chromatography on silica gel (hexanes→20% EtOAc/hexanes, gradient)

出典と根拠

ORDレコード
ord-2d3725fd1f9a4187a86fa47cc24da609
出典データセット
uspto-grants-2013_11
特許番号
US08592413B2

関連ノート

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