Diisobutylaluminumhydride → HCID 86759707, compound

HRID 2180504Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH:16]([CH3:18])[CH3:17])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:19](/[CH3:27])=[C:20](/[F:26])\[C:21](OCC)=O)[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]([CH:16]([CH3:18])[CH3:17])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1/[C:19](/[CH3:27])=[C:20](/[F:26])\[CH3:21])[CH3:2]

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597831HCID 86597831, compound2×

Product 1

HCID 86759707HCID 86759707, compound

Procedure

Following General Procedure L, ethyl (2E)-3-(7-ethoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-but-2-enoate (Compound 72, 163,mg, 0.44 mmol) and diisobutylaluminum hydride (1M in hexanes, 1.74 mL, 1.74 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-c1267b14f7a34ef1809e51b562557155
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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