Dimethyl cyclopentane-1,1-dicarboxylate → Methyl 1-formylcyclopentanecarboxylate
反応式
[C:1]1([C:10](OC)=[O:11])([C:6]([O:8][CH3:9])=[O:7])[CH2:5][CH2:4][CH2:3][CH2:2]1.[H-].C([Al+]CC(C)C)C(C)C>ClCCl>[CH3:9][O:8][C:6]([C:1]1([CH:10]=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5]1)=[O:7]参加物
4
実験手順
To a solution of dimethyl cyclopentane-1,1-dicarboxylate (7.1 g, 38.1 mmol) in dichloromethane(75 mL) at −78° C. under an nitrogen atmosphere was added diisobutylaluminum hydride (1.5M in toluene, 51 mL, 76 mmol) dropwise. After 4 h, the reaction mixture was quenched with saturated aqueous NH4Cl solution (30 mL), then 1N HCl (38 mL) and allowed to warm to room temperature. The mixture was filtered through Celite@ and the organic phase was separated, was dried (MgSO4) and was evaporated in vacuo to yield the title compound which was used without further purification (3.1 g, 52%). MH+157.
後処理
- customthe reaction mixture was quenched with saturated aqueous NH4Cl solution (30 mL)
- filtrationThe mixture was filtered through Celite@
- customthe organic phase was separated
- dry with materialwas dried (MgSO4)
- customwas evaporated in vacuo
出典と根拠
- ORDレコード
- ord-9f81dfb3f6114fad83ee35458542aab2
- 出典データセット
- uspto-grants-2008_02
- 特許番号
- US07332485B2
反応ノート
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