(E)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid ethyl ester → (E)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid

HRID 1110505ノート

反応式

HRID 1110505 の反応式
C([O:3][C:4](=[O:25])/[CH:5]=[CH:6]/[CH:7]=[C:8]([C:17]1[CH:22]=[CH:21][CH:20]=[C:19]([O:23][CH3:24])[CH:18]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=1)C>[OH-].[Na+]>[CH3:24][O:23][C:19]1[CH:18]=[C:17]([C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([O:15][CH3:16])[CH:10]=2)=[CH:7]/[CH:6]=[CH:5]/[C:4]([OH:25])=[O:3])[CH:22]=[CH:21][CH:20]=1

参加物

3

反応物 1

HCID 86742566(E)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid ethyl ester

生成物 1

HCID 14347241(E)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid収率 87.6%

試薬・触媒・溶媒 1

HCID 14798Sodium Hydroxide溶媒

実験手順

A mixture of (E)-5,5-bis(3-methoxyphenyl)-2,4-pentadienoic acid ethyl ester (19.8 g) methanol (200 mL) and 2N sodium hydroxide solution (40 mL) was heated at reflux for 30 minutes. After most of the methanol was distilled off in vacuo, the solution was diluted with water (300 ml), acidified with 2N hydrochloric acid (50 mL) and the resulting solid filtered. The dried material (17.8 g) was crystallized from dichloromethane-hexane to afford 15.9 g of (E)-5,5-bis (3-methoxyphenyl)-2,4-pentadienoic acid, mp 179°-180.5° C. Anal. Calculated for C19H18O4 : C, 73.53; H, 5.85 Found: C, 73.80; H, 5.94

後処理

  1. temperaturewas heated
  2. temperatureat reflux for 30 minutes
  3. distillationAfter most of the methanol was distilled off in vacuo
  4. additionthe solution was diluted with water (300 ml)
  5. filtrationthe resulting solid filtered
  6. customThe dried material (17.8 g) was crystallized from dichloromethane-hexane

出典と根拠

ORDレコード
ord-2993cf5566714c3fb6ccd116b9f6e2a7
出典データセット
uspto-grants-1990_12
特許番号
US04975438

反応ノート

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