Diisobutylaluminumhydride → HCID 22490788, compound
Reaction equation
[Cl:1][C:2]1[C:3]([O:26][CH3:27])=[C:4]([C:17]([CH3:25])=[C:18]([F:24])[C:19](OCC)=[O:20])[CH:5]=[C:6]2[C:11]=1[O:10][C:9]([CH3:13])([CH3:12])[CH:8]=[C:7]2[CH:14]([CH3:16])[CH3:15].ClC1C(OC)=C(/C(/C)=C(/F)\C(OCC)=O)C=C2C=1OC(C)(C)C=C2C(C)C.[H-].C([Al+]CC(C)C)C(C)C>>[Cl:1][C:2]1[C:3]([O:26][CH3:27])=[C:4](/[C:17](/[CH3:25])=[C:18](/[F:24])\[CH2:19][OH:20])[CH:5]=[C:6]2[C:11]=1[O:10][C:9]([CH3:12])([CH3:13])[CH:8]=[C:7]2[CH:14]([CH3:16])[CH3:15]Participants
4
Procedure
Following General Procedure L, ethyl 3-(8-chloro-4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-but-2-enoate (Compound 146, 110 mg, 0.28 mmol) and diisobutylaluminum hydride (1 M in hexanes, 1.1 mL, 1.1 mmol) were reacted to give the title compound as a colorless oil after purification by flash chromatography (silica gel, 1:9 to 1:4 ethyl acetate/hexane).
Workup
- customwere reacted
Sources & evidence
- ORD record
- ord-c809fdf81d004f538c6c0ce46f94adc5
- Source dataset
- uspto-grants-2005_05
- Patent number
- US06887896B1
Reaction notes
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