Diisobutylaluminum hydride → (2,5-Dimethylfuran-3-yl)methanol
반응식
[C:1]([C:5]1[CH:9]=[C:8]([CH3:10])[O:7][C:6]=1[CH3:11])(OC)=[O:2].CC(C[AlH]CC(C)C)C>C(Cl)Cl>[CH3:11][C:6]1[O:7][C:8]([CH3:10])=[CH:9][C:5]=1[CH2:1][OH:2]참가 물질
4
실험 절차
To a stirred solution of 3-carbomethoxy-2,5-dimethylfuran (2.5 g, 16.2 mmol) in methylene chloride (distilled from CaH) at -20° C., under N2, was added 2.5 eq of DIBAL (1M in CH2Cl2). After 1 h, the dry ice/acetonitrile bath was removed and 60 mL of 10% HCl was added dropwise. The organic layer was separated, dried over MgSO4, and evaporated. The residue was chromatographed (silica gel, 60% ether/hexane) to yield 1.3 g of 2,5-dimethyl-3- hydroxymethylfuran.
후처리
- customthe dry ice/acetonitrile bath was removed
- addition60 mL of 10% HCl was added dropwise
- customThe organic layer was separated
- dry with materialdried over MgSO4
- customevaporated
- customThe residue was chromatographed (silica gel, 60% ether/hexane)
출처 및 근거
- ORD 기록
- ord-f6ac591abb914eab81323a78a007bd58
- 출처 데이터셋
- uspto-grants-1992_05
- 특허 번호
- US05112848
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