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Tetrabutylammonium Fluoride → HCID 11095065, 화합물

HRID 1195409
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HRID 1195409 반응식
[CH3:1][O:2][C@:3]([CH3:16])([CH2:12][CH2:13][CH2:14][CH3:15])[C@@H:4]([OH:11])[C:5]#[C:6][Si](C)(C)C.[F-].C([N+](CCCC)(CCCC)CCCC)CCC>O1CCCC1>[CH3:1][O:2][C@:3]([CH3:16])([CH2:12][CH2:13][CH2:14][CH3:15])[C@@H:4]([OH:11])[C:5]#[CH:6]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 11053841HCID 11053841, 화합물

생성물 1

HCID 11095065HCID 11095065, 화합물수율 87.3%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

Dissolve (3S,4R)-4-methoxy-4-methyl-l-trimethylsilyl-l-octyn-3-ol (90 mg, 0.37 mmol) in tetrahydrofu place under an argon atmosphere. Add, by dropwise addition, tetra-n-butylammonium fluoride (3.7 mL of a 1M solution in tetrahydrofuran, 3.7 mmol). Stir for 1 hour at room temperature and partition between methylene chloride and water. Separate the organic phase, wash with saturated aqueous sodium chloride and dry (MgSO4). Evaporate the solvent in vacuo and purify by silica gel chromatography (19:1 hexane/ethyl acetate) to give the title compound as a clear thick oil (55 mg, 87%).

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후처리

  1. custompartition between methylene chloride and water
  2. customSeparate the organic phase
  3. washwash with saturated aqueous sodium chloride
  4. dry with materialdry (MgSO4)
  5. customEvaporate the solvent in vacuo
  6. custompurify by silica gel chromatography (19:1 hexane/ethyl acetate)

출처 및 근거

ORD 기록
ord-9f43079c2251424ba5d20a93285558d5
출처 데이터셋
uspto-grants-1992_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05110966

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