Chlorotrimethylsilane → 1-(Pyrrolidin-1-yl)cyclopropanecarbonitrile

HRID 496067

반응식

HRID 496067 반응식
C[Si](Cl)(C)C.C(O[C:9]1(O[Si](C)(C)C)[CH2:11][CH2:10]1)C.Cl.[NH:18]1[CH2:22][CH2:21][CH2:20][CH2:19]1.[C-:23]#[N:24].[K+]>CO>[N:18]1([C:9]2([C:23]#[N:24])[CH2:10][CH2:11]2)[CH2:22][CH2:21][CH2:20][CH2:19]1

참가 물질

6

반응물 4

HCID 6397ChlorotrimethylsilaneHCID 9032Potassium CyanideHCID 212848Pyrrolidine, hydrochloride (1:1)HCID 2734686(1-Ethoxycyclopropoxy)trimethylsilane

생성물 1

HCID 223251461-(Pyrrolidin-1-yl)cyclopropanecarbonitrile

시약·촉매·용매 1

HCID 887Methanol용매2회

반응 조건

온도
20 °C

실험 절차

A mixture containing a drop of trimethylsilyl chloride and 67.8 g of [(1-ethoxycyclopropyl)oxy]trimethylsilane in 65 ml of methanol is added to 62.6 g of pyrrolidine hydrochloride and 28.7 g of potassium cyanide dissolved in 260 ml of methanol. After stirring for 20 minutes at 20° C., and then for 20 hours at 50° C., the reaction mixture is concentrated to dryness, taken up in dichloromethane, filtered and concentrated to dryness again. The residue is chromatographed over silica gel (CH2Cl2) allowing the desired product to be isolated.

후처리

  1. waitfor 20 hours at 50° C.
  2. concentrationthe reaction mixture is concentrated to dryness
  3. filtrationfiltered
  4. concentrationconcentrated to dryness again
  5. customThe residue is chromatographed over silica gel (CH2Cl2)
  6. customto be isolated

출처 및 근거

ORD 기록
ord-bdc44c5517794472b5931f634f1b8229
출처 데이터셋
uspto-grants-2005_09
특허 번호
US06943184B2

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