Mesitylene → 3-Allyl-5-ethoxy-4-hydroxybenzaldehyde

HRID 746331ノート

反応式

HRID 746331 の反応式
[CH2:1]([O:3][C:4]1[CH:5]=[C:6]([CH:9]=[CH:10][C:11]=1[O:12]CC=C)[CH:7]=[O:8])[CH3:2].[OH-].[Na+].[C:18]1(C)[CH:23]=C(C)C=C(C)[CH:19]=1>>[CH2:23]([C:10]1[CH:9]=[C:6]([CH:5]=[C:4]([O:3][CH2:1][CH3:2])[C:11]=1[OH:12])[CH:7]=[O:8])[CH:18]=[CH2:19]

参加物

4

反応物 3

HCID 7947MesityleneHCID 14798Sodium HydroxideHCID 35257364-(allyloxy)-3-ethoxybenzaldehyde

生成物 1

HCID 8813293-Allyl-5-ethoxy-4-hydroxybenzaldehyde

実験手順

3-Ethoxy-4-(2-propenyloxy)benzaldehyde (20.0 g, 0.087 mol) was heated under reflux in 75 ml mesitylene (1,3,5-trimethylbenzene) for 20 hours. After cooling, 250 ml 2N sodium hydroxide were added to the reaction mixture. The aqueous phase was washed two times with diethyl ether. The aqueous phase was subsequently acidified with concentrated hydrochloric acid under ice cooling and then extracted with ethyl acetate. After drying and concentrating the organic phase, there remained a light orange-colored oil that crystallized on cooling.

後処理

  1. temperatureAfter cooling
  2. washThe aqueous phase was washed two times with diethyl ether
  3. extractionextracted with ethyl acetate
  4. customAfter drying
  5. concentrationconcentrating the organic phase, there
  6. customthat crystallized
  7. temperatureon cooling

出典と根拠

ORDレコード
ord-9228b63a0d4f4087b9617c6b7a5a7776
出典データセット
uspto-grants-2008_07
特許番号
US07393367B2

反応ノート

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