Diisobutylaluminumhydride → HCID 69730596, compound

HRID 2180509Notes

Reaction equation

HRID 2180509 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]2C(C)C)[CH2:9][CH3:10])[C:3]([O:5]CC)=O.F/[C:29](=[C:35](/C1C=C2C(=CC=1OC)OC(C)(C)C=C2C(C)C)\CC)/[C:30](OCC)=O.[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])[C:15]([CH:29]([CH3:35])[CH3:30])=[CH:14]2)\[CH2:9][CH3:10])/[CH2:3][OH:5]

Participants

4

Reactant 3

HCID 21225700DiisobutylaluminumhydrideHCID 69731551HCID 69731551, compoundHCID 69731553ethyl 2-fluoro-3-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-pent-2-enoate

Product 1

HCID 69730596HCID 69730596, compound

Procedure

Following General Procedure L, ethyl 2-fluoro-3-(4-isopropyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-pent-2-enoate (Compound 78, 128 mg, 0.34 mmol) and a diisobutylaluminum hydride (1 M in dichloromethane, 1.0 mL, 1.0 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-57476ed82f084680a00e8b514b647c7a
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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