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

HRID 1110510노트

반응식

HRID 1110510 반응식
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

참가 물질

4

반응물 2

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

생성물 1

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

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

(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.

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-1c7d3685dc0e4bcfb8396a3eefabcc5f
출처 데이터셋
uspto-grants-1990_12
특허 번호
US04975438

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