Ammonium Chloride → (2S)-1-Azido-4,4,4-trifluoro-2-butanol

HRID 1365542ノート

反応式

HRID 1365542 の反応式
[N-:1]=[N+:2]=[N-:3].[Na+].[NH4+].[Cl-].[F:7][C:8]([F:14])([F:13])[CH2:9][C@H:10]1[CH2:12][O:11]1>CCO.O>[N:1]([CH2:12][C@@H:10]([OH:11])[CH2:9][C:8]([F:14])([F:13])[F:7])=[N+:2]=[N-:3]

参加物

6

反応物 3

HCID 25517Ammonium ChlorideHCID 33557Sodium AzideHCID 40715754HCID 40715754、化合物

生成物 1

HCID 59459514(2S)-1-Azido-4,4,4-trifluoro-2-butanol

試薬・触媒・溶媒 2

HCID 702Ethanol溶媒HCID 962Water溶媒2 回

実験手順

NaN3 (2.06 g, 32 mmol) and NH4Cl (1.70 g, 32 mmol) were added to a solution of (S)-2-(2,2,2-trifluoroethyl)oxirane (2 g, 16 mmol) in a mixture of EtOH (16 mL) and H2O (4 mL). The reaction mixture was stirred at room temperature for 18 h, diluted with H2O (50 mL), and the aqueous portion extracted by Et2O (2×75 mL). The combined organic layers were dried over MgSO4, filtered and concentrated in vacuo to give (S)-1-azido-4,4,4-trifluorobutan-2-ol as an oil (2.26 g, 83% crude). NMR: 400 MHz 1H (CDCl3) 4.17 ppm, 1 H, ddd, J=6.81, 3.74, 3.52 Hz; 3.48 ppm, 1 H, m; 3.37 ppm, 1 H, m; 2.35 ppm, 2 H, m.

後処理

  1. extractionthe aqueous portion extracted by Et2O (2×75 mL)
  2. dry with materialThe combined organic layers were dried over MgSO4
  3. filtrationfiltered
  4. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-c8e1c71c407746b08d549bf703b42494
出典データセット
uspto-grants-2011_02
特許番号
US07888376B2

反応ノート

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