Methyl morpholine oxide → (E)-3-(1-Ethyl-6-isopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-8-yl)-2-fluoro-pent-2-enal

HRID 1582094Notes

Reaction equation

HRID 1582094 reaction equation
[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([CH:20]([CH3:22])[CH3:21])=[CH:10][C:11]=2/[C:13](/[CH2:18][CH3:19])=[C:14](/[F:17])\[CH2:15][OH:16])[C:6]([CH3:24])([CH3:23])[CH2:5][CH2:4]1)[CH3:2].C[N+]1([O-])CCOCC1>>[CH2:1]([N:3]1[C:12]2[C:7](=[CH:8][C:9]([CH:20]([CH3:22])[CH3:21])=[CH:10][C:11]=2/[C:13](/[CH2:18][CH3:19])=[C:14](/[F:17])\[CH:15]=[O:16])[C:6]([CH3:24])([CH3:23])[CH2:5][CH2:4]1)[CH3:2]

Participants

3

Reactant 2

HCID 82029Methyl morpholine oxideHCID 69897013(E)-3-(1-Ethyl-6-isopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-8-yl)-2-fluoro-pent-2-en-1-ol2×

Product 1

HCID 86759443(E)-3-(1-Ethyl-6-isopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-8-yl)-2-fluoro-pent-2-enal

Procedure

Following General Procedure G, (E)-3-(1-ethyl-6-isopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-8-yl)-2-fluoro-pent-2-en-1-ol (Intermediate 19, 2.45 g, 6.28 mmol) and N-methylmorpholine N-oxide (1.73 g, 12.6 mmol) were reacted to give the title compound as a bright yellow oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-5ec7e1d42efd4dc8ab3216c22da2b8b8
Source dataset
uspto-grants-2004_05
Patent number
US06734193B1

Reaction notes

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