Diisobutylaluminumhydride → HCID 69731287, compound

HRID 2180508Notes

Reaction equation

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

Participants

Reactant 2

HCID 21225700Diisobutylaluminumhydride

HCID 69732024HCID 69732024, compound2×

Product 1

HCID 69731287HCID 69731287, compound

Procedure

Following General Procedure L, ethyl 2-fluoro-3-(7-methoxy-2,2,4-trimethyl-2H-chromen-6-yl)-pent-2-enoate (Compound 77, 195 mg, 0.56 mmol) and a diisobutylaluminum hydride (1 M in hexanes, 1.68 mL, 1.68 mmol) were reacted to give the title compound as yellow solid after purification by flash chromatography (silica gel, 1:4 ethyl acetate/hexane).

Sources & evidence

ORD record: ord-810a3d2fa5784db8bf2405fab0069b40
Source dataset: uspto-grants-2005_05
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06887896B1

Reaction notes

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