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Dimethylformamide → 2-(1-Methylbutyloxy)-3-dimethylaminoacrolein

HRID 21890
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HRID 21890 반응식
[CH3:1][N:2]([CH3:5])[CH:3]=O.C(O[CH:9]([O:17]CC)[CH2:10][O:11][CH2:12][CH2:13][CH2:14][CH2:15]C)C.[C:20](=O)([O-])[O-].[K+].[K+]>ClC(Cl)C>[CH3:20][CH:12]([O:11][C:10](=[CH:3][N:2]([CH3:5])[CH3:1])[CH:9]=[O:17])[CH2:13][CH2:14][CH3:15]
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참가 물질

5

반응물 3

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 199306252-(4-Methylbutyloxy)acetaldehyde diethylacetal

생성물 1

HCID 539077982-(1-Methylbutyloxy)-3-dimethylaminoacrolein

시약·촉매·용매 1

HCID 63651,1-Dichloroethane용매3회

반응 조건

온도
5 °C

실험 절차

A solution prepared by adding 30 g of dried N,N-dimethylformamide to dried dichloroethane was cooled to 5° C. or lower, After a solution containing 63 g of phosphorus oxychlorate dissolved in dichloroethane was added to the cooled solution dropwise, the mixture was stirred for 30 minutes at 5° C. or lower. Subsequently, to the reaction solution was added a dichloroethane solution of the compound (54), and the resulting mixture was stirred for 30 minutes at room temperature and then for one hour at 70° C. After the reaction solution was cooled to room temperature, the reaction solution was poured into ice water and was then made basic by addition of potassium carbonate. The reaction solution was then concentrated under reduced pressure. The concentrate was warmed and stirred, and was then extracted with ethyl acetate. After the extract was dried over magnesium sulfate, the solvent used was distilled out. The residue was distilled under reduced pressure to obtain 2-(1-methylbutyloxy)-3-dimethylaminoacrolein (55) (boiling point: 150° to 155° C./5 mmHg).

후처리

  1. customA solution prepared
  2. additionwas added to the cooled solution dropwise
  3. stirringthe resulting mixture was stirred for 30 minutes at room temperature
  4. waitfor one hour at 70° C
  5. temperatureAfter the reaction solution was cooled to room temperature
  6. concentrationThe reaction solution was then concentrated under reduced pressure
  7. temperatureThe concentrate was warmed
  8. stirringstirred
  9. extractionwas then extracted with ethyl acetate
  10. dry with materialAfter the extract was dried over magnesium sulfate
  11. distillationthe solvent used was distilled out
  12. distillationThe residue was distilled under reduced pressure

출처 및 근거

ORD 기록
ord-85e7fbe5696e42ed975adf7ba2536fc2
출처 데이터셋
uspto-grants-1995_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05425897

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