Water → (5-Azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silane

HRID 1807005ノート

反応式

HRID 1807005 の反応式
[C:1]([Si:5]([CH3:20])([CH3:19])[O:6][CH2:7][CH2:8][C:9]([CH3:18])([CH3:17])[CH2:10][CH2:11]OS(C)(=O)=O)([CH3:4])([CH3:3])[CH3:2].[N-:21]=[N+:22]=[N-:23].[Na+].O>CN(C)C=O>[N:21]([CH2:11][CH2:10][C:9]([CH3:18])([CH3:17])[CH2:8][CH2:7][O:6][Si:5]([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:20])[CH3:19])=[N+:22]=[N-:23]

参加物

5

反応物 3

HCID 962WaterHCID 33557Sodium AzideHCID 86640423Methanesulfonic acid 5-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-pentyl ester

生成物 1

HCID 86640424(5-Azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silane収率 67%

試薬・触媒・溶媒 1

HCID 6228Dimethylformamide溶媒

反応条件

温度
60 °C

実験手順

Step B To the solution of methanesulfonic acid 5-(tert-butyl-dimethyl-silanyloxy)-3,3-dimethyl-pentyl ester (1.48 g, 4.96 mmol) in anhydrous dimethylformamide (10 mL) was added NaN3 (1.6 g, 25 mmol). The reaction mixture was heated at 60° C. for 18 h. The mixture was cooled, and water was added. The mixture was extracted with ethyl acetate twice. The combined organic layers were washed with saturated aqueous NaHCO3 solution, brine, dried over MgSO4 to give (5-azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silane as a yellow oil (0.8 g, 67%).

後処理

  1. temperatureThe mixture was cooled
  2. extractionThe mixture was extracted with ethyl acetate twice
  3. washThe combined organic layers were washed with saturated aqueous NaHCO3 solution, brine
  4. dry with materialdried over MgSO4

出典と根拠

ORDレコード
ord-b1ea3d32424f42659c75e67141528033
出典データセット
uspto-grants-2013_01
特許番号
US08354444B2

反応ノート

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