Sodium Azide → 3-(2-Azidoethyl)-2,2-dimethyl-chroman

HRID 1196049

반응식

HRID 1196049 반응식
[N-:1]=[N+:2]=[N-:3].[Na+].[CH3:5][C:6]1([CH3:29])[CH:15]([CH2:16][CH2:17]OS(C2C=CC(C)=CC=2)(=O)=O)[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[O:7]1>O.C(O)C>[N:1]([CH2:17][CH2:16][CH:15]1[CH2:14][C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[O:7][C:6]1([CH3:5])[CH3:29])=[N+:2]=[N-:3]

참가 물질

5

반응물 2

HCID 33557Sodium AzideHCID 540378412,2-Dimethyl-3-[2-(4-toluenesulfonyloxy)ethyl]-chroman

생성물 1

HCID 538675953-(2-Azidoethyl)-2,2-dimethyl-chroman

시약·촉매·용매 2

HCID 702Ethanol용매HCID 962Water용매

실험 절차

A solution of 3.9 g (60 mmol) of sodium azide in 10 ml of water is added to a solution of 14.4 g (40 mmol) of 2,2-dimethyl-3-[2-(4-toluenesulfonyloxy)-ethyl]-chroman (prepared as described in Example 38) in 200 ml of ethanol. The mixture is boiled under reflux for 18 hours. After cooling, the ethanol is evaporated off in vacuo, water is added to the residue and extraction is carried out with dichloromethane. The dichloromethane phase is washed with water, dried over sodium sulfate and concentrated by evaporation, yielding 8.7 g (94% of the theoretical yield) of 3-(2-azidoethyl)-2,2-dimethyl-chroman in the form of a yellow oil.

후처리

  1. temperatureunder reflux for 18 hours
  2. temperatureAfter cooling
  3. customthe ethanol is evaporated off in vacuo, water
  4. additionis added to the residue and extraction
  5. washThe dichloromethane phase is washed with water
  6. dry with materialdried over sodium sulfate
  7. concentrationconcentrated by evaporation
  8. customyielding 8.7 g (94% of the

출처 및 근거

ORD 기록
ord-335664877a9142b1898c3d69cb6b9b13
출처 데이터셋
uspto-grants-1992_05
특허 번호
US05112855

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