Formaldehyde → N-(methoxymethyl)-N-((trimethylsilyl)methyl)prop-2-en-1-amine

HRID 2425527노트

반응식

HRID 2425527 반응식
[CH3:1][Si:2]([CH2:5][NH:6][CH2:7][CH:8]=[CH2:9])([CH3:4])[CH3:3].[CH2:10]=O.CO.[C:14]([O-:17])([O-])=O.[K+].[K+]>COC(C)(C)C.O>[CH3:10][O:17][CH2:14][N:6]([CH2:5][Si:2]([CH3:4])([CH3:3])[CH3:1])[CH2:7][CH:8]=[CH2:9]

참가 물질

7

반응물 4

HCID 712FormaldehydeHCID 887MethanolHCID 11430Potassium CarbonateHCID 12489587N-((trimethylsilyl)methyl)prop-2-en-1-amine

생성물 1

HCID 18374742N-(methoxymethyl)-N-((trimethylsilyl)methyl)prop-2-en-1-amine수율 87.4%

시약·촉매·용매 2

HCID 962Water용매HCID 15413tert-Butyl methyl ether용매

실험 절차

To N-((trimethylsilyl)methyl)prop-2-en-1-amine (21 g, 146.5 mmol) was slowly added aqueous formaldehyde (20 g; 37% w/w) while stirring at room temperature. After 5 minutes additional stirring methanol (8 g) was added followed by the addition of K2CO3 (24 g). The reaction mixture was stirred overnight at room temperature. Water (100 ml) was added, followed by addition of tert-butyl methyl ether (75 ml). The organic layer was separated. The aqueous layer was extracted with tert-butyl methyl ether (75 ml). The combined organic extracts were dried with Na2SO4. Concentration under vacuum gave N-(methoxymethyl)-N-((trimethylsilyl)methyl)prop-2-en-1-amine as a clear oil (24 g, 128.1 mmol) in 87% c.y.

후처리

  1. additionwas added
  2. stirringThe reaction mixture was stirred overnight at room temperature
  3. customThe organic layer was separated
  4. extractionThe aqueous layer was extracted with tert-butyl methyl ether (75 ml)
  5. dry with materialThe combined organic extracts were dried with Na2SO4
  6. concentrationConcentration under vacuum

출처 및 근거

ORD 기록
ord-2737a701769245c38e20c84ef9225fa2
출처 데이터셋
uspto-grants-2011_06
특허 번호
US07964739B2

반응 노트

불러오는 중…