Diisobutylaluminumhydride → 3-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanol

HRID 1039691노트

반응식

HRID 1039691 반응식
C([O:7][CH:8]1[CH2:11][CH:10]([O:12][Si:13]([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14])[CH2:9]1)(=O)C(C)(C)C.[H-].C([Al+]CC(C)C)C(C)C>C1COCC1>[Si:13]([O:12][CH:10]1[CH2:11][CH:8]([OH:7])[CH2:9]1)([C:16]([CH3:19])([CH3:18])[CH3:17])([CH3:15])[CH3:14]

참가 물질

4

반응물 2

HCID 21225700DiisobutylaluminumhydrideHCID 575158723-(tert-Butyldimethylsilyloxy)cyclobutyl pivalate

생성물 1

HCID 575158733-(((1,1-Dimethylethyl)dimethylsilyl)oxy)cyclobutanol

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 3-(tert-butyldimethylsilyloxy)cyclobutyl pivalate (4.32 g, 15 mmol) in THF (20 ml) at 0° C. was added diisobutylaluminum hydride, 1.0m solution in hexanes (48 ml, 48 mmol) dropwise. The reaction was stirred in 1 h, then slowly quenched with Rochelle's salt. The quenched mixture was stirred and layers were separated. The organic layer was dried over MgSO4 and concentrated to give the title compound as a colorless oil.

후처리

  1. customslowly quenched with Rochelle's salt
  2. stirringThe quenched mixture was stirred
  3. customlayers were separated
  4. dry with materialThe organic layer was dried over MgSO4
  5. concentrationconcentrated

출처 및 근거

ORD 기록
ord-28fcabb4f23445cfa01903f92cb7db8f
출처 데이터셋
uspto-grants-2013_10
특허 번호
US08552181B2

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