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

HRID 1777559ノート

反応式

HRID 1777559 の反応式
[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]

参加物

4

反応物 2

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

生成物 1

HCID 86663839(4-Azidobut-1-ynyl)triethylsilane収率 103.6%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

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 the desired compound as a colorless oil.

後処理

  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

出典と根拠

ORDレコード
ord-4a127a6e1dfe43e2ab455f8dd65f5b28
出典データセット
uspto-grants-2016_02
特許番号
US09266832B2

反応ノート

読み込み中…