Dichloromethane → HCID 22490921, compound

HRID 2180581Notes

Reaction equation

HRID 2180581 reaction equation
[F:1]/[C:2](=[C:5](/[C:7]1[CH:16]=[C:15]2[C:10]([C:11]([CH3:22])([CH3:21])[CH2:12][CH:13]=[C:14]2[C:17]([CH3:20])([CH3:19])[CH3:18])=[CH:9][C:8]=1[O:23][CH2:24][CH3:25])\[CH3:6])/[CH2:3][OH:4].C[N+]1([O-])CCOCC1.ClCCl>C(#N)C.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[F:1]/[C:2](=[C:5](/[C:7]1[CH:16]=[C:15]2[C:10]([C:11]([CH3:22])([CH3:21])[CH2:12][CH:13]=[C:14]2[C:17]([CH3:19])([CH3:18])[CH3:20])=[CH:9][C:8]=1[O:23][CH2:24][CH3:25])\[CH3:6])/[CH:3]=[O:4]

Participants

6

Reactant 3

HCID 6344DichloromethaneHCID 82029Methyl morpholine oxideHCID 22490808HCID 22490808, compound

Product 1

HCID 22490921HCID 22490921, compound

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6342AcetonitrileSolvent

Procedure

As described in General Procedure H-1, (2E)-2-fluoro-3-(4,4-dimethyl-6-ethoxy-1-tert-butyl-3,4-dihydronaphthalen-7-yl)-2-butenol (Compound A-55, 0.023 g, 0.066 mmol), tetrapropylammonium perruthenate (0.012 g, 0.038 mmol) and 4-methylmorpholine N-oxide (0.022 g, 0.19 mmol) were reacted in acetonitrile (0.2 mL) and dichloromethane (1 mL) to produce the title compound as an oil.

Sources & evidence

ORD record
ord-eff61e6ae8e34afabfdb4e213d9e1c70
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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