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Water → (+/-)-N-Methoxy-N-methyl-2-(prop-2-en-1-yloxy)propanamide

HRID 449982
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HRID 449982 반응식
Cl.[CH3:2][NH:3][O:4][CH3:5].C[Al](C)C.[CH2:10]([O:13][CH:14]([CH3:19])[C:15]([O:17]C)=O)[CH:11]=[CH2:12].O>ClCCl>[CH3:5][O:4][N:3]([CH3:2])[C:15](=[O:17])[CH:14]([O:13][CH2:10][CH:11]=[CH2:12])[CH3:19]
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참가 물질

6

반응물 4

HCID 962WaterHCID 81138Methanamine, N-methoxy-, hydrochloride (1:1)HCID 13971956Methyl 2-(allyloxy)propanoateHCID 16682925Trimethylaluminum

생성물 1

HCID 86660003(+/-)-N-Methoxy-N-methyl-2-(prop-2-en-1-yloxy)propanamide

시약·촉매·용매 1

HCID 6344Dichloromethane용매2회

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온도
0 °C

실험 절차

A suspension of N-methyl-O-methyl hydroxylamine hydrochloride (10.0 g, 104 mmol, 2 equiv) in dichloromethane (100 mL) was treated with trimethylaluminum (52.0 mL, 104 mmol, 2 equiv) at 0° C. After stirring for 1 hour at 0° C., a dichloromethane (50 mL) solution of (±)-methyl 2-(prop-2-en-1-yloxy)propanoate (7.50 g, 52.0 mmol) was added over 15 minutes. The mixture was warmed to ambient temperature and stirred for an additional 14 hours. The mixture was treated with water (500 mL) and extracted with dichloromethane (2×300 mL). The combined organic extracts were dried with sodium sulfate, filtered, and concentrated in vacuo to provide the titled compound.

후처리

  1. temperatureThe mixture was warmed to ambient temperature
  2. stirringstirred for an additional 14 hours
  3. extractionextracted with dichloromethane (2×300 mL)
  4. dry with materialThe combined organic extracts were dried with sodium sulfate
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-c4780dd9a55b40a7b011677e99a0cc97
출처 데이터셋
uspto-grants-2013_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08486946B2

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