Diisobutylaluminumhydride → HCID 69731576, compound

HRID 2180612Notes

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](/[CH2:25][CH3:26])=[C:18](/[F:24])\[C:19](OCC)=[O:20])[C:3]=1[O:27][CH2:28][CH3:29].[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]([CH3:15])[CH3:16])[C:6]=2[CH:5]=[C:4](/[C:17](/[CH2:25][CH3:26])=[C:18](/[F:24])\[CH2:19][OH:20])[C:3]=1[O:27][CH2:28][CH3:29]

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597853HCID 86597853, compound

Product 1

HCID 69731576HCID 69731576, 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-pent-2-enoate (Compound A-126, 1.07 g, 2.29 mmol) and diisobutylaluminum hydride (1M in methylene chloride, 5.5 mL, 5.5 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-3e50097608144cfb9e6f097c9264bd36
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

Loading…