3-(2-Ethyl-4-hydroxymethyl-6-methyl-phenyl)propionic acid → 3-(2-Ethyl-4-formyl-6-methylphenyl)propionic acid

HRID 1665918ノート

反応式

HRID 1665918 の反応式
[CH2:1]([C:3]1[CH:8]=[C:7]([CH2:9][OH:10])[CH:6]=[C:5]([CH3:11])[C:4]=1[CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH3:2]>C(O)(=O)C.O=[Mn]=O>[CH2:1]([C:3]1[CH:8]=[C:7]([CH:9]=[O:10])[CH:6]=[C:5]([CH3:11])[C:4]=1[CH2:12][CH2:13][C:14]([OH:16])=[O:15])[CH3:2]

参加物

4

反応物 1

HCID 574374133-(2-Ethyl-4-hydroxymethyl-6-methyl-phenyl)propionic acid

生成物 1

HCID 574374063-(2-Ethyl-4-formyl-6-methylphenyl)propionic acid収率 63.4%

試薬・触媒・溶媒 2

HCID 14801Manganese dioxide触媒HCID 176Acetic Acid溶媒

反応条件

温度
80 °C

実験手順

A solution of 3-(2-ethyl-4-hydroxymethyl-6-methyl-phenyl)-propionic acid (2.8 g, 12.6 mmol) in acetic acid (50 mL) is treated with MnO2 (3.9 g, 45.4 mmol) and the resulting mixture is stirred at 80° C. for 4 h. The mixture is filtered and the filtrate is concentrated. The crude product is purified by CC on silica gel eluting with DCM to give 3-(2-ethyl-4-formyl-6-methyl-phenyl)-propionic acid (1.76 g) as a beige solid; LC-MS: tR=0.86 min.

後処理

  1. filtrationThe mixture is filtered
  2. concentrationthe filtrate is concentrated
  3. customThe crude product is purified by CC on silica gel eluting with DCM

出典と根拠

ORDレコード
ord-8cdfd476c3904cd79de05c1b40747b39
出典データセット
uspto-grants-2011_10
特許番号
US08039644B2

反応ノート

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