Tetrapropylammonium → HCID 22490981, compound

HRID 2180547Notes

Reaction equation

HRID 2180547 reaction equation
[Cl:1][C:2]1[C:3]([O:23][CH:24]([CH3:26])[CH3:25])=[C:4]([C:17]([CH3:22])=[C:18]([F:21])[CH2:19][OH:20])[CH:5]=[C:6]2[C:11]=1[O:10][C:9]([CH3:13])([CH3:12])[CH:8]=[C:7]2[CH:14]([CH3:16])[CH3:15].ClC1C(OC(C)C)=C(/C(/C)=C(/F)\CO)C=C2C=1OC(C)(C)C=C2C(C)C.C([N+](CCC)(CCC)CCC)CC.C[N+]1([O-])CCOCC1>>[Cl:1][C:2]1[C:3]([O:23][CH:24]([CH3:26])[CH3:25])=[C:4](/[C:17](/[CH3:22])=[C:18](/[F:21])\[CH:19]=[O:20])[CH:5]=[C:6]2[C:11]=1[O:10][C:9]([CH3:12])([CH3:13])[CH:8]=[C:7]2[CH:14]([CH3:16])[CH3:15]

Participants

5

Reactant 4

HCID 9559TetrapropylammoniumHCID 82029Methyl morpholine oxideHCID 22490811HCID 22490811, compoundHCID 69731151HCID 69731151, compound

Product 1

HCID 22490981HCID 22490981, compound

Procedure

Following General Procedure M, 3-(8-chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-but-2-en-1-ol (Compound 156,0.74 g, 1.9 mmol), tetrapropylammonium perrunthenate (TPAP, 0.034 g, 0.101 mmol), and 4-methylmorpholine N-oxide (NMO, 0.34 g, 2.9 mmol) were reacted to give the title compound as a pale yellow solid after purification by flash chromatography (silica gel column, 20% ethyl acetate in hexanes).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-eaa81e6ddd0e4145b7d2afdbf4000049
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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