Tetrabutylammonium Fluoride → (1-Benzylpiperidin-2-yl)methanol

HRID 893283노트

반응식

HRID 893283 반응식
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[CH2:19]([N:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH:27]1[CH2:32][O:33][Si](C(C)(C)C)(C)C)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1COCC1>[CH2:19]([N:26]1[CH2:31][CH2:30][CH2:29][CH2:28][CH:27]1[CH2:32][OH:33])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 198919761-Benzyl-2-(tert-butyldimethylsilyloxymethyl)piperidine

생성물 1

HCID 2735486(1-Benzylpiperidin-2-yl)methanol수율 62.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

To an ice-cooled THF solution of tetrabutylammonium fluoride (1M, 3.2 ml) was dropwise added a THF (2 ml) solution of 1-benzyl-2-(tert-butyldimethylsilyloxymethyl)-piperidine (1.00 g, 3.2 mmol). After stirring at room temperature for 2 hours, a reaction solution was poured onto water followed by extraction with ethyl acetate (30 ml). The extract was washed successively with water and saturated aqueous sodium chloride and then dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure. The crude product thus obtained was purified by a column chromatography on silica gel (SiO2 : 20 g, CHCl3) to afford 0.41 g of the title compound.

후처리

  1. additiona reaction solution was poured onto water
  2. extractionfollowed by extraction with ethyl acetate (30 ml)
  3. washThe extract was washed successively with water and saturated aqueous sodium chloride
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customThe solvent was removed under reduced pressure
  6. customThe crude product thus obtained
  7. customwas purified by a column chromatography on silica gel (SiO2 : 20 g, CHCl3)

출처 및 근거

ORD 기록
ord-51054db7224a4378b2d663af651870ed
출처 데이터셋
uspto-grants-1992_06
특허 번호
US05124324

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