Sodium Azide → (4-Azidobut-1-ynyl)triethylsilane

HRID 1918629노트

반응식

HRID 1918629 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].CC1C=CC(S(O[CH2:16][CH2:17][C:18]#[C:19][Si:20]([CH2:25][CH3:26])([CH2:23][CH3:24])[CH2:21][CH3:22])(=O)=O)=CC=1>CN(C=O)C>[N:1]([CH2:16][CH2:17][C:18]#[C:19][Si:20]([CH2:25][CH3:26])([CH2:21][CH3:22])[CH2:23][CH3:24])=[N+:2]=[N-:3]

참가 물질

4

반응물 2

HCID 33557Sodium AzideHCID 120301384-(Triethylsilyl)but-3-yn-1-yl 4-methylbenzene-1-sulfonate

생성물 1

HCID 86663839(4-Azidobut-1-ynyl)triethylsilane수율 103.6%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

반응 조건

온도
60 °C

실험 절차

Sodium azide (1.80 g; 27.65 mmol) was added to a solution of 4-(triethylsilyl)but-3-ynyl 4-methylbenzenesulfonate (3.12 g; 9.22 mmol) in DMF (15 mL) and stirred at 60° C. for 3 hours. After cooling, the volatiles were removed under reduced pressure and the residue was partitioned between saturated ammonium chloride and ethyl acetate. The organic layer was dried and concentrated under reduced pressure to afford 2.0 g (quantitative yield) of (4-azidobut-1-ynyl)triethylsilane as a colorless oil.

후처리

  1. temperatureAfter cooling
  2. customthe volatiles were removed under reduced pressure
  3. customthe residue was partitioned between saturated ammonium chloride and ethyl acetate
  4. customThe organic layer was dried
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-78d08e34d8764e85a6e07a976fadea3b
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08618138B2

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