Hydrochloric Acid → N-Benzyl-N-(trimethylsilylmethyl)aminoacetonitrile

HRID 1360603

반응식

HRID 1360603 반응식
Cl.[CH2:2]([NH:9][CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C-:15]#[N:16].[K+].[CH2:18]=O>O1CCCC1>[CH2:2]([N:9]([CH2:18][C:15]#[N:16])[CH2:10][Si:11]([CH3:14])([CH3:13])[CH3:12])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 712FormaldehydeHCID 9032Potassium CyanideHCID 353458N-[(Trimethylsilyl)methyl]benzylamine

생성물 1

HCID 560960N-Benzyl-N-(trimethylsilylmethyl)aminoacetonitrile수율 100.5%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

1 N Hydrochloric acid solution (119 mL) was added to N-benzyl-N-trimethylsilanylmethyl-amine (23.00 g, 119 mmol) and white precipitate formed. Tetrahydrofuran (650 mL), potassium cyanide (9.3 g, 143 mmol), and aqueous formaldehyde solution (37 wt. %, 12 mL, 155 mmol) were added to the reaction mixture and stirred at ambient temperature for 15 hours. The mixture was extracted with ether and separated and the combined organic layers were washed with water, dried over magnesium sulfate, and concentrated sequentially under reduced pressure and high vacuum at ambient temperature to afford 27.80 g of (N-Benzyl-N-trimethylsilanylmethyl-amino)acetonitrile.

후처리

  1. customformed
  2. extractionThe mixture was extracted with ether
  3. customseparated
  4. washthe combined organic layers were washed with water
  5. dry with materialdried over magnesium sulfate
  6. concentrationconcentrated sequentially under reduced pressure and high vacuum at ambient temperature

출처 및 근거

ORD 기록
ord-c4b398f741d14dda90ff25337c8387d0
출처 데이터셋
uspto-grants-2011_02
특허 번호
US07879849B2

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