Diisobutylaluminumhydride → HCID 22490895, compound

HRID 2180507Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:22](/[CH3:30])=[C:23](/[F:29])\[C:24](OCC)=[O:25])[CH3:2].[H-].C([Al+]CC(C)C)C(C)C>>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:22](/[CH3:30])=[C:23](/[F:29])\[CH2:24][OH:25])[CH3:2]

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597834HCID 86597834, compound2×

Product 1

HCID 22490895HCID 22490895, compound

Procedure

Following General Procedure L, ethyl (2E)-3-(7-ethoxy-2,2-dimethyl-4-phenyl-2H-chromen-6-yl)-2-fluoro-but-2-enoate (Compound 75, 160 mg, 0.38 mmol) and diisobutylaluminum hydride (1 M in hexanes, 1.51 mL, 1.51 mmol) were reacted to give the title compound as a colorless oil after purification by flash chromatography (silica gel, 1:4 ethyl acetate/hexane).

Workup

customwere reacted

Sources & evidence

ORD record: ord-aea65c1eb2bf4211aa265bfb0f74a609
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

Loading…