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

HRID 1723996

반응식

HRID 1723996 반응식
[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

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 8857Ethyl Acetate용매

실험 절차

(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).

후처리

  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

출처 및 근거

ORD 기록
ord-c6fa2b1f5a6e41bf913bb0b16b123be0
출처 데이터셋
uspto-grants-2009_02
특허 번호
US07485283B2

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