Tetrapropylammonium → HCID 86597837, compound

HRID 2180548Notes

Reaction equation

HRID 2180548 reaction equation
[Cl:1][C:2]1[C:3]([O:24][CH:25]([CH3:27])[CH3:26])=[C:4]([C:17]([CH2:22][CH3:23])=[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].C([N+](CCC)(CCC)CCC)CC.C[N+]1([O-])CCOCC1>>[Cl:1][C:2]1[C:3]([O:24][CH:25]([CH3:26])[CH3:27])=[C:4](/[C:17](/[CH2:22][CH3:23])=[C:18](/[F:21])\[CH:19]=[O: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]

Participants

4

Reactant 3

HCID 9559TetrapropylammoniumHCID 82029Methyl morpholine oxideHCID 69732263HCID 69732263, compound2×

Product 1

HCID 86597837HCID 86597837, compound

Procedure

Following General Procedure M, 3-(8-chloro-7-isopropoxy-4-isopropyl-2,2-dimethyl-2H-chromen-6-yl)-2-fluoro-pent-2-en-1-ol (Compound 157, 0.90 g, 2.26 mmol), tetrapropylammonium perrunthenate (TPAP, 0.04 g, 0.11 mmol), and 4-methylmorpholine N-oxide (NMO, 0.40 g, 3.4 mmol) were reacted to give the title compound as a pale yellow solid after purification by flash chromatography (silica gel, 10% ethyl acetate in hexanes).

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-e5662356d0964aa2abe6e5150e590a8d
Source dataset
uspto-grants-2005_05
Patent number
US06887896B1

Reaction notes

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