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Hydrochloric Acid → 5-(4'-Hydroxy-3-methoxyphenyl)pentadienoic acid geranylamide

HRID 654343
ノート
印刷プレビュー

反応式

HRID 654343 の反応式
[CH2:1]([NH:11][C:12](=[O:31])[CH:13]=[CH:14][CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][C:20]([O:23]C(OCC)=O)=[C:19]([O:29][CH3:30])[CH:18]=1)/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4].[OH-].[Na+].Cl>CO>[CH2:1]([NH:11][C:12](=[O:31])[CH:13]=[CH:14][CH:15]=[CH:16][C:17]1[CH:22]=[CH:21][C:20]([OH:23])=[C:19]([O:29][CH3:30])[CH:18]=1)/[CH:2]=[C:3](/[CH2:5][CH2:6][CH:7]=[C:8]([CH3:10])[CH3:9])\[CH3:4]
参加物実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 867459905-(4'-Ethoxycarbonyloxy-3'methoxyphenyl)pentadienoic acid geranylamide

生成物 1

HCID 867459895-(4'-Hydroxy-3-methoxyphenyl)pentadienoic acid geranylamide収率 89.6%

試薬・触媒・溶媒 1

HCID 887Methanol溶媒

実験手順

To a solution of 1.61 g of 5-(4'-ethoxycarbonyloxy-3'-methoxyphenyl)pentadienoic acid geranylamide in 25 ml of methanol is added 10 ml of 2N aqueous solution of sodium hydroxide. The mixture is stirred at room temperature for one hour. The reaction mixture, after acidified with 1N hydrochloric acid, is extracted with chloroform. The organic layer is washed with water and dried over sodium sulfate. The solvent is distilled off under reduced pressure, and the residue is subjected to column chromatography on silica gel. From the fraction eluted with methylene chloride is obtained 1.20 g of 5-(4'-hydroxy-3-methoxyphenyl)pentadienoic acid geranylamide (12). Spectroscopic data of the product support the structure of the formula (12) below.

後処理

  1. extractionis extracted with chloroform
  2. washThe organic layer is washed with water
  3. dry with materialdried over sodium sulfate
  4. distillationThe solvent is distilled off under reduced pressure
  5. washFrom the fraction eluted with methylene chloride

出典と根拠

ORDレコード
ord-dd713cb3697142098f80890c2dcd4e68
出典データセット
uspto-grants-1992_07
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05130483

反応ノート

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