Methanol → Methyl 2-(4-hydroxy-3,5-dimethoxyphenyl)acetate

HRID 1723996

反応式

HRID 1723996 の反応式
[OH:1][C:2]1[C:7]([O:8][CH3:9])=[CH:6][C:5]([CH2:10][C:11]([OH:13])=[O:12])=[CH:4][C:3]=1[O:14][CH3:15].[CH3:16]O.S(=O)(=O)(O)O>C(OCC)(=O)C>[CH3:16][O:12][C:11](=[O:13])[CH2:10][C:5]1[CH:4]=[C:3]([O:14][CH3:15])[C:2]([OH:1])=[C:7]([O:8][CH3:9])[CH:6]=1

参加物

5

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 780934-Hydroxy-3,5-dimethoxyphenylacetic acid

生成物 1

HCID 57436869Methyl 2-(4-hydroxy-3,5-dimethoxyphenyl)acetate収率 75%

試薬・触媒・溶媒 1

HCID 8857Ethyl Acetate溶媒

実験手順

(4-Hydroxy-3,5-dimethoxy-phenyl)-acetic acid (9.5 g, 0.042 mmol) was added to methanol (260 mL) and sulfuric acid (8 mL). After completion of addition the reaction was heated at reflux overnight. The next day, the reaction mixture was cooled down and concentrated to yield a crude oil. The oil was re-dissolved in ethyl acetate, washed with water, brine, and dried over sodium sulfate, and filtered to be concentrated again. The crude material was purified using silica gel chromatography (50%:50% ethyl acetate:pentane) to yield the desired product (1.5 g, 75% yield based on recovered starting material).

後処理

  1. additionAfter completion of addition the reaction
  2. temperaturewas heated
  3. temperatureat reflux overnight
  4. temperatureThe next day, the reaction mixture was cooled down
  5. concentrationconcentrated
  6. customto yield a crude oil
  7. washwashed with water, brine
  8. dry with materialdried over sodium sulfate
  9. filtrationfiltered
  10. concentrationto be concentrated again
  11. customThe crude material was purified

出典と根拠

ORDレコード
ord-c6fa2b1f5a6e41bf913bb0b16b123be0
出典データセット
uspto-grants-2009_02
特許番号
US07485283B2

関連ノート

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