3,3-Dimethylbutanal → 4-(3,3-Dimethyl-butyryl)-benzaldehyde

HRID 2041564ノート

反応式

HRID 2041564 の反応式
[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][CH:4]=[O:5].[OH2:8].[C:9]1([CH3:19])[CH:14]=[CH:13][C:12](S(O)(=O)=O)=[CH:11][CH:10]=1>CC(C)=O>[CH3:1][C:2]([CH3:7])([CH3:6])[CH2:3][C:4]([C:12]1[CH:13]=[CH:14][C:9]([CH:19]=[O:8])=[CH:10][CH:11]=1)=[O:5]

参加物

4

反応物 2

HCID 763353,3-DimethylbutanalHCID 521998p-Toluenesulfonic acid monohydrate

生成物 1

HCID 576561564-(3,3-Dimethyl-butyryl)-benzaldehyde収率 650.9%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

Dissolve 144-(diethoxymethyl)-phenyl]-3,3-dimethylbutan-1-one (3.49 g, 12.55 mmol) in acetone (50 mL) Add p-toluenesulfonic acid monohydrate (238 mg, 1.256 mmol). Heat the mixture under reflux for 3 h. Concentrate in vacuo and partition the residue between water and EtOAc. Extract the aqueous phase three times with EtOAc. Dry the combined organic extracts over Na2SO4, filter and concentrate in vacuo. Purify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (9:1) to give the desired intermediate as a colorless oil (1.67 g, 65%).

後処理

  1. temperatureHeat the mixture
  2. temperatureunder reflux for 3 h
  3. concentrationConcentrate in vacuo
  4. custompartition the residue between water and EtOAc
  5. extractionExtract the aqueous phase three times with EtOAc
  6. dry with materialDry the combined organic extracts over Na2SO4
  7. filtrationfilter
  8. concentrationconcentrate in vacuo
  9. customPurify the crude mixture by chromatography on silica gel eluting with hexane/EtOAc (9:1)

出典と根拠

ORDレコード
ord-d5618db1376e401093c1d4776c92bc61
出典データセット
uspto-grants-2013_11
特許番号
US08580780B2

反応ノート

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