Diisobutylaluminumhydride → HCID 20779595, compound

HRID 2180546Notes

Reaction equation

HRID 2180546 reaction equation
[Cl:1][C:2]1[C:3]([O:27][CH2:28][CH3:29])=[C:4]([C:17]([CH2:25][CH3:26])=[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(/CC)=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:27][CH2:28][CH3:29])=[C:4](/[C:17](/[CH2:25][CH3:26])=[C:18](/[F:24])\[CH2:19][OH:20])[CH:5]=[C:6]2[C:11]=1[O:10][C:9]([CH3:13])([CH3:12])[CH:8]=[C:7]2[CH:14]([CH3:15])[CH3:16]

Participants

4

Reactant 3

HCID 21225700DiisobutylaluminumhydrideHCID 69732150HCID 69732150, compoundHCID 69732152HCID 69732152, compound

Product 1

HCID 20779595HCID 20779595, compound

Procedure

Following General Procedure L, ethyl 3-(8-chloro-4-isopropyl-7-ethoxy-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-pent-2-enoate (Compound 149, 79 mg, 0.19 mmol) and diisobutylaluminum hydride (1M in hexanes, 1.4 mL, 1.4 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-ccd5e6e454704c53bad304085939ee1a
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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