Diisobutylaluminumhydride → HCID 20779596, compound

HRID 2180544Notes

Reaction equation

[Cl:1][C:2]1[C:3]([O:27][CH3:28])=[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].[H-].C([Al+]CC(C)C)C(C)C>>[Cl:1][C:2]1[C:3]([O:27][CH3:28])=[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

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597836HCID 86597836, compound

Product 1

HCID 20779596HCID 20779596, compound

Procedure

Following General Procedure L, ethyl 3-(8-chloro-4-isopropyl-7-methoxy-2,2-dimethyl-4-chromen-6-yl)-2-fluoro-pent-2-enoate (Compound 147, 242 mg, 0.59 mmol 1) and diisobutylaluminum hydride (1M in hexanes, 2.4 mL, 2.4 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

customwere reacted

Sources & evidence

ORD record: ord-860d00242fb440298426a1ae5cb34671
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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