Diisobutylaluminumhydride → HCID 69730120, compound

HRID 2180510Notes

Reaction equation

HRID 2180510 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[C:25]([CH3:28])([CH3:27])[CH3:26])[CH2:9][CH3:10])[C:3](OCC)=[O:4].F/C(=C(/C1C=C2C(=CC=1OC)OC(C)(C)C=C2C(C)(C)C)\CC)/C(OCC)=O.[H-].C([Al+]CC(C)C)C(C)C>>[C:25]([C:14]1[C:13]2[C:18](=[CH:19][C:20]([O:21][CH3:22])=[C:11](/[C:8](/[CH2:9][CH3:10])=[C:2](/[F:1])\[CH2:3][OH:4])[CH:12]=2)[O:17][C:16]([CH3:23])([CH3:24])[CH:15]=1)([CH3:28])([CH3:26])[CH3:27]

Participants

4

Reactant 3

HCID 21225700DiisobutylaluminumhydrideHCID 69732339Ethyl (2E)-2-fluoro-3-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-pent-2-enoateHCID 69732341HCID 69732341, compound

Product 1

HCID 69730120HCID 69730120, compound

Procedure

Following General Procedure L, ethyl 2-fluoro-3-(4-tert-butyl-7-methoxy-2,2-dimethyl-2H-chromen-6-yl)-pent-2-enoate (Compound 79, 90 mg, 0.23 mmol) and diisobutylaluminum hydride (1 M in dichloromethane, 0.7 mL, 0.7 mmol) were reacted to give the title compound as yellow solid after purification by flash chromatography (silica gel, 1:4 ethyl acetate/hexane).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-ac862349b5964b2a98c9e7c4f867c874
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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