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

HRID 2041564노트

반응식

HRID 2041564 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 576561564-(3,3-Dimethyl-butyryl)-benzaldehyde수율 650.9%

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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%).

후처리

  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)

출처 및 근거

ORD 기록
ord-d5618db1376e401093c1d4776c92bc61
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08580780B2

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