Hydrochloric Acid → 3-(3-Benzyl-4-hydroxy-phenyl)-2-ethoxy-propionic acid

HRID 709468ノート

反応式

HRID 709468 の反応式
C([O:3][C:4](=[O:24])[CH:5]([O:21][CH2:22][CH3:23])[CH2:6][C:7]1[CH:12]=[CH:11][C:10]([OH:13])=[C:9]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:8]=1)C.[OH-].[K+].Cl>CO.O>[CH2:14]([C:9]1[CH:8]=[C:7]([CH2:6][CH:5]([O:21][CH2:22][CH3:23])[C:4]([OH:24])=[O:3])[CH:12]=[CH:11][C:10]=1[OH:13])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

参加物

6

反応物 3

HCID 313Hydrochloric AcidHCID 14797Potassium HydroxideHCID 22708450Ethyl 3-(3-benzyl-4-hydroxyphenyl)-2-ethoxypropanoate

生成物 1

HCID 668649833-(3-Benzyl-4-hydroxy-phenyl)-2-ethoxy-propionic acid収率 100.5%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 3-(3-benzyl-4-hydroxy-phenyl)-2-ethoxy-propionic acid ethyl ester (0.38 g, 1.16 mmol) in MeOH (5 mL), a solution of KOH (1.62 g, 29 mmol) in H2O (5 mL) was added. The mixture was stirred for 2 h at room temperature then acidified with aq. HCl (10%) and extracted with dichloromethane. The combined organic layers were dried and evaporated and the remaining crude product was purified by column chromatography to yield the title compound as an oil (0.35 g, 74.8%). Mass Spectrum: M+H+ 300.94, M−H+ 298.99.

後処理

  1. extractionextracted with dichloromethane
  2. customThe combined organic layers were dried
  3. customevaporated
  4. customthe remaining crude product was purified by column chromatography

出典と根拠

ORDレコード
ord-68e0bf9b7b40421e859d1ba6ee98eacb
出典データセット
uspto-grants-2015_11
特許番号
US09181181B2

反応ノート

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