Sodium Hydroxide → (E)-5,5-bis(4-fluorophenyl)-2,4-pentadienoic acid

HRID 1110503노트

반응식

HRID 1110503 반응식
C([O:3][C:4](=[O:23])/[CH:5]=[CH:6]/[CH:7]=[C:8]([C:16]1[CH:21]=[CH:20][C:19]([F:22])=[CH:18][CH:17]=1)[C:9]1[CH:14]=[CH:13][C:12]([F:15])=[CH:11][CH:10]=1)C.[OH-].[Na+]>CO>[F:15][C:12]1[CH:11]=[CH:10][C:9]([C:8]([C:16]2[CH:17]=[CH:18][C:19]([F:22])=[CH:20][CH:21]=2)=[CH:7]/[CH:6]=[CH:5]/[C:4]([OH:23])=[O:3])=[CH:14][CH:13]=1

참가 물질

4

반응물 2

HCID 14798Sodium HydroxideHCID 14347252(E)-5,5-bis(4-fluorophenyl)-2,4-pentadienoic acid ethyl ester

생성물 1

HCID 14347251(E)-5,5-bis(4-fluorophenyl)-2,4-pentadienoic acid수율 93.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

A solution of (E)-5,5-bis(4-fluorophenyl)-2,4-pentadienoic acid ethyl ester (8.8 g) in methanol (30 mL) was treated with 2N sodium hydroxide solution (20 mL) and the mixture was heated at reflux for 15 minutes. The crude solid obtained from the usual work up, was crystallized from dichloromethane-hexane to yield 7.5 g of (E)-5,5-bis(4-fluorophenyl)-2,4-pentadienoic acid mp 186°-188° C. A portion was recrystallized from ether-hexane to furnish the analytical specimen, mp 187°-188° C. Anal. Calculated for C17H12F2O2 : C, 71.32: H, 4.22; F, 13.27 Found: C, 71.48; H, 4.22; F, 13.53.

후처리

  1. temperaturethe mixture was heated
  2. temperatureat reflux for 15 minutes
  3. customThe crude solid obtained from the usual work up,
  4. customwas crystallized from dichloromethane-hexane

출처 및 근거

ORD 기록
ord-c3437b6bc64d4023a1ee306e6564fc1d
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04975438

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