Tetrabutylammonium Fluoride → 5-Azido-3,3-dimethyl-pentan-1-ol

HRID 1807006ノート

反応式

HRID 1807006 の反応式
[N:1]([CH2:4][CH2:5][C:6]([CH3:18])([CH3:17])[CH2:7][CH2:8][O:9][Si](C(C)(C)C)(C)C)=[N+:2]=[N-:3].CCCC[N+](CCCC)(CCCC)CCCC.[F-]>O1CCCC1>[N:1]([CH2:4][CH2:5][C:6]([CH3:18])([CH3:17])[CH2:7][CH2:8][OH:9])=[N+:2]=[N-:3]

参加物

4

反応物 2

HCID 2724141Tetrabutylammonium FluorideHCID 86640424(5-Azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silane

生成物 1

HCID 866404255-Azido-3,3-dimethyl-pentan-1-ol収率 76%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒2 回

実験手順

Step C To a solution of (5-azido-3,3-dimethyl-pentyloxy)-tert-butyl-dimethyl-silane (0.8 g, 3 mmol) in tetrahydrofuran (5 mL) was added tetrahydrofuran solution (1 M, Aldrich) of TBAF (4.9 mL, 4.9 mmol). The reaction mixture was stirred at room temperature for 1 h. The mixture was concentrated, the residue was partitioned between ethyl acetate and water. The organic layer was separated, dried over MgSO4, and concentrated. The residue was purified by chromatography (EtOAc:hexanes=1:3) to give 5-azido-3,3-dimethyl-pentan-1-ol as a colorless oil (0 g, 76%)

後処理

  1. concentrationThe mixture was concentrated
  2. customthe residue was partitioned between ethyl acetate and water
  3. customThe organic layer was separated
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated
  6. customThe residue was purified by chromatography (EtOAc:hexanes=1:3)

出典と根拠

ORDレコード
ord-7ce845b6bd97486c9b95214c9a496ce6
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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