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

HRID 2232753ノート

反応式

HRID 2232753 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.

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-4ffbac5c782849c8a60a9963e369ee86
出典データセット
uspto-grants-1988_11
特許番号
US04788206

反応ノート

読み込み中…