Tetrabutylammonium Fluoride → HCID 22496024, 화합물

HRID 1816007노트

반응식

HRID 1816007 반응식
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[CH2:19]([O:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][C:34]([O:43][Si](C(C)(C)C)(C)C)([C:37]2[CH:38]=[N:39][CH:40]=[CH:41][CH:42]=2)C#N)=[CH:29][CH:28]=1)[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>C1COCC1>[CH2:19]([O:26][C:27]1[CH:32]=[CH:31][C:30]([CH2:33][C:34]([C:37]2[CH:38]=[N:39][CH:40]=[CH:41][CH:42]=2)=[O:43])=[CH:29][CH:28]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

참가 물질

4

반응물 2

HCID 2724141Tetrabutylammonium FluorideHCID 22496050HCID 22496050, 화합물

생성물 1

HCID 22496024HCID 22496024, 화합물수율 94%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

실험 절차

A solution of TBAF in THF (1.0 M, 2.2 mL, 2.2 mmole) was added dropwise to a solution of (±)-3-(4-benzyloxyphenyl)-2-(ter-butyldimethylsilyloxy)-2-(pyridin-3-yl)propionitrile (769 mg, 1.73 mmole) in dry THF (10 mL) at −15° C. After 30 min, the reaction was partitioned between EtOAc and H2O. The layers were separated and the organic layer was washed with H2O, dried (MgSO4), filtered through a plug of silica gel, and concentrated to afford impure title compound (492 mg, 94%) as a yellow solid: MS (ES) m/e 304 (M+H)+. This material was used without further purification.

후처리

  1. customthe reaction was partitioned between EtOAc and H2O
  2. customThe layers were separated
  3. washthe organic layer was washed with H2O
  4. dry with materialdried (MgSO4)
  5. filtrationfiltered through a plug of silica gel
  6. concentrationconcentrated

출처 및 근거

ORD 기록
ord-8590528ae1ec47899148221c54bfa954
출처 데이터셋
uspto-grants-2005_04
특허 번호
US06881736B1

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