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

HRID 1196049ノート

反応式

HRID 1196049 の反応式
[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]

参加物

5

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-335664877a9142b1898c3d69cb6b9b13
出典データセット
uspto-grants-1992_05
特許番号
US05112855

反応ノート

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