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

HRID 2425527ノート

反応式

HRID 2425527 の反応式
[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]

参加物

7

反応物 4

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 15413tert-Butyl methyl ether溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-2737a701769245c38e20c84ef9225fa2
出典データセット
uspto-grants-2011_06
特許番号
US07964739B2

反応ノート

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