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

HRID 1807006노트

반응식

HRID 1807006 반응식
[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]

참가 물질

4

반응물 2

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

생성물 1

HCID 866404255-Azido-3,3-dimethyl-pentan-1-ol수율 76%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

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%)

후처리

  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)

출처 및 근거

ORD 기록
ord-7ce845b6bd97486c9b95214c9a496ce6
출처 데이터셋
uspto-grants-2013_01
특허 번호
US08354444B2

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