Sodium Hydroxide → (E)-5,5-bis(3-chlorophenyl)-2,4-pentadienoic acid

HRID 1110510ノート

反応式

HRID 1110510 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][CH:19]=[C:18]([Cl:22])[CH:17]=1)[C:9]1[CH:14]=[CH:13][CH:12]=[C:11]([Cl:15])[CH:10]=1)C.[OH-].[Na+]>CO>[Cl:15][C:11]1[CH:10]=[C:9]([C:8]([C:16]2[CH:21]=[CH:20][CH:19]=[C:18]([Cl:22])[CH:17]=2)=[CH:7]/[CH:6]=[CH:5]/[C:4]([OH:23])=[O:3])[CH:14]=[CH:13][CH:12]=1

参加物

4

反応物 2

HCID 14798Sodium HydroxideHCID 14347255(E)-5,5-bis(3-chlorophenyl)-2,4-pentadienoic acid ethyl ester

生成物 1

HCID 14347243(E)-5,5-bis(3-chlorophenyl)-2,4-pentadienoic acid収率 92.7%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

(E)-5,5-bis(3-chlorophenyl)-2,4-pentadienoic acid ethyl ester (10.5 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 furnish 8.95 g of (E)-5,5-bis(3-chlorophenyl)-2,4-pentadienoic acid, mp 167°-168° C. Recrystallization from ether-hexane gave the analytical specimen, mp 167°-168° C. Anal. Calculated for C17H12Cl2O2 : C, 63.97; H, 3.79; Cl, 22.21 Found: C, 63.93; H, 3.77; Cl, 22.25.

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-1c7d3685dc0e4bcfb8396a3eefabcc5f
出典データセット
uspto-grants-1990_12
特許番号
US04975438

反応ノート

読み込み中…