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

HRID 1110505노트

반응식

HRID 1110505 반응식
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

참가 물질

3

반응물 1

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

생성물 1

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

시약·촉매·용매 1

HCID 14798Sodium Hydroxide용매

실험 절차

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

후처리

  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

출처 및 근거

ORD 기록
ord-2993cf5566714c3fb6ccd116b9f6e2a7
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04975438

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