Diisobutylaluminumhydride → HCID 22490954, compound

HRID 2180505Notes

Reaction equation

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

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 86597832HCID 86597832, compound2×

Product 1

HCID 22490954HCID 22490954, compound

Procedure

Following General Procedure L, ethyl (2E)-2-fluoro-3-(4-isopropyl-2,2-dimethyl-7-propoxy-2H-chromen-6-yl)-but-2-enoate (Compound 73, 130 mg, 0.33 mmol) and diisobutylaluminum hydride (1M in hexanes, 1.34 mL, 1.34 mmol) were reacted to give the title compound as a colorless oil after purification by flash chromatography (silica gel, 1:9 ethyl acetate/hexane).

Workup

customwere reacted

Sources & evidence

ORD record: ord-571dbe45b56a434ba8484f64bc844fea
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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