Diisobutylaluminumhydride → HCID 22491003, compound

HRID 2180614Notes

Reaction equation

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

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597854HCID 86597854, compound

Product 1

HCID 22491003HCID 22491003, compound

Procedure

Following General Procedure G-1, ethyl (2E)-3-(4-bromo-3-isopropoxy-8-isopropyl-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-enoate (Compound A-128, 282 mg, 0.60 mmol) and diisobutylaluminum hydride (1 M in methylene chloride, 2.4 mL, 2.4 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-0790dccd6a244103a4fd9a61a33539e4
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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