Diisobutylaluminumhydride → HCID 22490772, compound

HRID 2180616Notes

Reaction equation

C([O:3][C:4](=O)/[C:5](/[F:29])=[C:6](\[C:9]1[C:18]([O:19][CH2:20][CH3:21])=[C:17]([Br:22])[C:16]2[C:15]([CH3:24])([CH3:23])[CH2:14][CH:13]=[C:12]([CH:25]([CH2:27][CH3:28])[CH3:26])[C:11]=2[CH:10]=1)/[CH2:7][CH3:8])C.[H-].C([Al+]CC(C)C)C(C)C>>[Br:22][C:17]1[C:16]2[C:15]([CH3:24])([CH3:23])[CH2:14][CH:13]=[C:12]([CH:25]([CH2:27][CH3:28])[CH3:26])[C:11]=2[CH:10]=[C:9](/[C:6](/[CH2:7][CH3:8])=[C:5](/[F:29])\[CH2:4][OH:3])[C:18]=1[O:19][CH2:20][CH3:21]

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 69730137HCID 69730137, compound

Product 1

HCID 22490772HCID 22490772, compound

Procedure

As described in General Procedure G-1, (2E)-3-(4-bromo-8-sec-butyl-3-ethoxy-5,5-dimethyl-5,6-dihydronaphthalen-2-yl)-2-fluoro-pent-2-enoic acid ethyl ester (Compound A-132, 567 mg, 1.18 mmol) and diisobutylaluminum hydride (1M in methylene chloride, 2.84 mL, 2.84 mmol) were reacted to give the title compound as a colorless oil aft er purification by flash chromatography (silica gel, 10% to 15% ethyl acetate in hexanes).

Workup

customwere reacted
customto give
customthe title compound as a colorless oil aft er purification by flash chromatography (silica gel, 10% to 15% ethyl acetate in hexanes)

Sources & evidence

ORD record: ord-6252750162514963a3539f7f8e7efbf9
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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