Diisobutylaluminumhydride → HCID 22490894, compound

HRID 2180545Notes

Reaction equation

HRID 2180545 reaction equation
[Cl:1][C:2]1[C:3]([O:26][CH2:27][CH3:28])=[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(OCC)=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][CH2:27][CH3:28])=[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

Reactant 3

HCID 21225700DiisobutylaluminumhydrideHCID 22490800HCID 22490800, compoundHCID 69730703HCID 69730703, compound

Product 1

HCID 22490894HCID 22490894, compound

Procedure

Following General Procedure L, ethyl 3-(8-chloro-4-isopropyl-7-ethoxy-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-but-2-enoate (Compound 148, 2.04 g, 5.66 mmol) and diisobutylaluminum hydride (1M in hexanes, 11.7 mL, 11.7 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

  1. customwere reacted

Sources & evidence

ORD record
ord-116c4980557a42e48e629eb94e84687e
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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