Methanol → Methyl 3-(3-hydroxyphenyl)-5-hexenoate

HRID 1662355ノート

反応式

HRID 1662355 の反応式
[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([CH2:13][CH:14]=[CH2:15])[CH2:9][C:10]([OH:12])=[O:11])[CH:5]=[CH:6][CH:7]=1.[CH3:16]O>S(=O)(=O)(O)O.CCOC(C)=O>[OH:1][C:2]1[CH:3]=[C:4]([CH:8]([CH2:13][CH:14]=[CH2:15])[CH2:9][C:10]([O:12][CH3:16])=[O:11])[CH:5]=[CH:6][CH:7]=1

参加物

5

反応物 2

HCID 887MethanolHCID 577065823-(3-Hydroxyphenyl)-5-hexenoic acid

生成物 1

HCID 57707209Methyl 3-(3-hydroxyphenyl)-5-hexenoate収率 84%

試薬・触媒・溶媒 2

HCID 1118Sulfuric Acid触媒HCID 8857Ethyl Acetate溶媒

実験手順

To a solution of 43.2 (2.4 g, 12 mmol) in MeOH (25 mL) was added five drops of sulfuric acid. The mixture was stirred overnight at reflux, cooled to room temperature, diluted with EtOAc, washed with water and brine, dried (MgSO4), and concentrated. The crude product was chromatographed on silica gel (0-25% EtOAc/hexane) to afford 43.3 (2.2 g, 84%) as a colorless oil.

後処理

  1. temperatureat reflux
  2. washwashed with water and brine
  3. dry with materialdried (MgSO4)
  4. concentrationconcentrated
  5. customThe crude product was chromatographed on silica gel (0-25% EtOAc/hexane)

出典と根拠

ORDレコード
ord-32e962bfd3e94c4ea232c1380ccabc8e
出典データセット
uspto-grants-2011_10
特許番号
US08030354B2

反応ノート

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