Diisobutylaluminumhydride → HCID 69729710, compound

HRID 2180511Notes

Reaction equation

[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH3:16])=[CH:9][C:10]([CH3:15])([CH3:14])[O:11]2)=[CH:6][C:5]=1[C:17]([CH3:25])=[C:18]([F:24])[C:19](OCC)=[O:20])[CH3:2].[H-].[CH2:27]([Al+]CC(C)C)C(C)C>>[CH2:1]([O:3][C:4]1[CH:13]=[C:12]2[C:7]([C:8]([CH3:16])=[CH:9][C:10]([CH3:14])([CH3:15])[O:11]2)=[CH:6][C:5]=1/[C:17](/[CH2:25][CH3:27])=[C:18](/[F:24])\[CH2:19][OH:20])[CH3:2]

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 69730692HCID 69730692, compound

Product 1

HCID 69729710HCID 69729710, compound

Procedure

Following General Procedure L, ethyl 3-(7-ethoxy-2,2,4-trimethyl-2H-chromen-6-yl)-2-fluoro-but-2-enoate (Compound 80,226 mg, 0.62 mmol) and diisobutylaluminum hydride (1 M in dichloromethane, 1.87 mL, 1.87 mmol) were reacted to give the title compound as yellow solid after purification by flash chromatography (silica gel, 1:4 ethyl acetate/hexane).

Workup

customwere reacted

Sources & evidence

ORD record: ord-856832a896cf49acbfc57ca66d897017
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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