Dimethyl Sulfoxide → Cyclohexane, azido-

HRID 1509852

反応式

HRID 1509852 の反応式
[CH:1]1(Br)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[N-:8]=[N+:9]=[N-:10].[Na+].CS(C)=O>>[CH:1]1([N:8]=[N+:9]=[N-:10])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

参加物

4

反応条件

温度
75 °C

実験手順

Cyclohexyl bromide (2.74 mL, 0.023 mol) was added to a stirred solution of 0.5M sodium azide in DMSO (50 mL, 0.025 mol) at room temperature, under an atmosphere of nitrogen. The reaction mixture was heated to 75° C. behind a blast shield and stirred for 5 h. The reaction mixture was then cooled with an ice-bath, quenched by the addition of water (75 mL) and extracted with diethyl ether (3×125 mL). The combined organic layers were washed with brine (75 mL), dried (MgSO4), filtered and concentrated in vacuo to afford the title compound as a crude oil (2.4 g) which was used without further purification.

後処理

  1. temperatureThe reaction mixture was then cooled with an ice-bath
  2. customquenched by the addition of water (75 mL)
  3. extractionextracted with diethyl ether (3×125 mL)
  4. washThe combined organic layers were washed with brine (75 mL)
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-47bc8e8ab3894df38d504e2b25ea6168
出典データセット
uspto-grants-2012_07
特許番号
US08211894B2

関連ノート

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