Methanol → HCID 68776598、化合物

HRID 2213350

反応式

HRID 2213350 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([CH:11]=[C:12]([C:16]2[CH:21]=[CH:20][C:19]([OH:22])=[CH:18][CH:17]=2)[C:13]([OH:15])=[O:14])[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=1.S(=O)(=O)(O)O.[CH3:28]O>>[CH3:28][O:14][C:13](=[O:15])[C:12]([C:16]1[CH:17]=[CH:18][C:19]([OH:22])=[CH:20][CH:21]=1)=[CH:11][C:5]1[CH:6]=[C:7]([O:9][CH3:10])[CH:8]=[C:3]([O:2][CH3:1])[CH:4]=1

参加物

4

反応物 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 3567513-(3,5-Dimethoxyphenyl)-2-(4-hydroxyphenyl)-acrylic acid

生成物 1

HCID 68776598HCID 68776598、化合物

実験手順

Methanol (3L) was added to thoroughly dried Compound IV (427.5 g, 1.42 mol) under argon. To this stirred suspension concentrated sulfuric acid (100 mL) was added and heated at reflux for 20 h under argon. Methanol was evaporated under reduced pressure at 30° C. The residue was taken up in ethyl acetate (3 L) and washed with water (2×1 L), saturated aqueous Na HCO3 (pH 8, 2×1 L), saturated aqueous sodium chloride solution (2×1 L). Organic layer was dried on anhydrous magnesium sulfate, filtered and the solvent was evaporated. The crude product obtained was dried thoroughly under high vacuum and used as such in the next step. Yield: white solid, 433.6 g (97%). 1HNMR(CDCl3): δ 7.72(s, 1H), 7.06(d, J=7.9 Hz, 2H), 6.77(d, J=7.9 Hz, 2H), 6.33(t, J=2.2 Hz, 1H), 6.26 (d, J=2.2 Hz, 2H), 5.74(s, 1H), 3.81(s, 3H), 3.60(s, 6H).

後処理

  1. temperatureheated
  2. temperatureat reflux for 20 h under argon
  3. customMethanol was evaporated under reduced pressure at 30° C
  4. washwashed with water (2×1 L), saturated aqueous Na HCO3 (pH 8, 2×1 L), saturated aqueous sodium chloride solution (2×1 L)
  5. dry with materialOrganic layer was dried on anhydrous magnesium sulfate
  6. filtrationfiltered
  7. customthe solvent was evaporated

出典と根拠

ORDレコード
ord-b8397cd2c06b440da7729c11fd8abe92
出典データセット
uspto-grants-2006_09
特許番号
US07105552B2

関連ノート

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