Diisobutylaluminumhydride → HCID 22491084, compound

HRID 2180615Notes

Reaction equation

[Br:1][C:2]1[C:11]2[C:10]([CH3:13])([CH3:12])[CH2:9][CH:8]=[C:7]([C:14]([CH3:17])([CH3:16])[CH3:15])[C:6]=2[CH:5]=[C:4](/[C:18](/[CH3:26])=[C:19](/[F:25])\[C:20](OCC)=[O:21])[C:3]=1[O:27][CH:28]([CH3:30])[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]([C:14]([CH3:15])([CH3:16])[CH3:17])[C:6]=2[CH:5]=[C:4](/[C:18](/[CH3:26])=[C:19](/[F:25])\[CH2:20][OH:21])[C:3]=1[O:27][CH:28]([CH3:30])[CH3:29]

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597857HCID 86597857, compound

Product 1

HCID 22491084HCID 22491084, compound

Procedure

Following General Procedure G-1, ethyl (2E)-3-(4-bromo-8-tert-butyl-3-isopropoxy-5,5-dimethyl-5,6-dihydro-naphthalen-2-yl)-2-fluoro-but-2-enoate (Compound A-131, 115 mg, 0.24 mmol) and diisobutylaluminum hydride (1M in methylene chloride, 0.64 mL, 0.64 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-9af19b6bd3494d6688c7d252a310c46b
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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