Diisobutylaluminumhydride → HCID 69731067, compound

HRID 2180570Notes

Reaction equation

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

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597839HCID 86597839, compound

Product 1

HCID 69731067HCID 69731067, compound

Procedure

Following General Procedure G-1, ethyl (2E)-3-(3-ethoxy-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-pent-2-enoate (Compound A-41, 52 mg, 0.15 mmol) and diisobutylaluminum hydride (1M in methylene chloride, 0.36 mL, 0.36 mmol) were reacted to give the title compound as a colorless oil after purification by flash chromatography (silica gel, 10% ethyl acetate in hexanes).

Workup

customwere reacted

Sources & evidence

ORD record: ord-2df6129739bf4486828cb5989be5e500
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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