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

HRID 1110503ノート

反応式

HRID 1110503 の反応式
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

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-c3437b6bc64d4023a1ee306e6564fc1d
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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