Methyl morpholine oxide → HCID 86597860, compound

HRID 2180626Notes

Reaction equation

HRID 2180626 reaction equation
[Cl:1][C:2]1[C:11]2[C:10]([CH3:13])([CH3:12])[CH2:9][CH:8]=[C:7]([CH:14]([CH3:16])[CH3:15])[C:6]=2[CH:5]=[C:4](/[C:17](/[CH2:22][CH3:23])=[C:18](/[F:21])\[CH2:19][OH:20])[C:3]=1[O:24][CH2:25][CH3:26].C[N+]1([O-])CCOCC1>ClCCl.[Ru]([O-])(=O)(=O)=O.C([N+](CCC)(CCC)CCC)CC>[Cl:1][C:2]1[C:11]2[C:10]([CH3:13])([CH3:12])[CH2:9][CH:8]=[C:7]([CH:14]([CH3:15])[CH3:16])[C:6]=2[CH:5]=[C:4](/[C:17](/[CH2:22][CH3:23])=[C:18](/[F:21])\[CH:19]=[O:20])[C:3]=1[O:24][CH2:25][CH3:26]

Participants

5

Reactant 2

HCID 82029Methyl morpholine oxideHCID 69731444HCID 69731444, compound

Product 1

HCID 86597860HCID 86597860, compound

Reagents, catalysts & solvents 2

HCID 178419074HCID 178419074, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

As described in General Procedure H-1, (2E)-3-(4-chloro-3-ethoxy-8-isopropyl-5,5-dimethyl-5,6-dihydronaphthalen-2-yl)-2-fluoro-pent-2-en-1-ol (Compound A-145, 34 mg, 0.09 mmol) tetrapropylammonium perruthenate (10 mg, 0.028 mmol) and 4-methylmorpholine N-oxide (21 mg, 0.18 mmol) were reacted in dichloromethane to give the title compound after purification by flash column chromatography (silica gel, 10% ethyl acetate in hexanes).

Sources & evidence

ORD record
ord-7f129ca1f58a47ec971caefad03fc195
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

Loading…