Diisobutylaluminumhydride → HCID 22490760, compound

HRID 2180611Notes

Reaction equation

HRID 2180611 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][CH2:27][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][CH2:27][CH3:28]

Participants

3

Reactant 2

HCID 21225700DiisobutylaluminumhydrideHCID 86597852ethyl (2E)-3-(4-bromo-3-ethoxy-8-isopropyl-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-enoate

Product 1

HCID 22490760HCID 22490760, compound

Procedure

Following General Procedure G-1, ethyl (2E)-3-(4-bromo-3-ethoxy-8-isopropyl-5,5 dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-enoate (Compound A-125, 1.2 g, 2.65 mmol) and diisobutylaluminum hydride (1 M in methylene chloride, 6.35 mL, 6.35 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

  1. customwere reacted

Sources & evidence

ORD record
ord-e57892dc8cf94bb89d96e96da7dde7bf
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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