Methyl morpholine oxide → (E)-2-Fluoro-3-(6-isopropyl-4,4-dimethyl-1-n-propyl-1,2,3,4-tetrahydro-quinolin-8-yl)-but-2-enal

HRID 1582095Notes

Reaction equation

HRID 1582095 reaction equation
[CH2:1]([N:4]1[C:13]2[C:8](=[CH:9][C:10]([CH:20]([CH3:22])[CH3:21])=[CH:11][C:12]=2/[C:14](/[CH3:19])=[C:15](/[F:18])\[CH2:16][OH:17])[C:7]([CH3:24])([CH3:23])[CH2:6][CH2:5]1)[CH2:2][CH3:3].C[N+]1([O-])CCOCC1>>[F:18]/[C:15](=[C:14](/[C:12]1[CH:11]=[C:10]([CH:20]([CH3:21])[CH3:22])[CH:9]=[C:8]2[C:13]=1[N:4]([CH2:1][CH2:2][CH3:3])[CH2:5][CH2:6][C:7]2([CH3:24])[CH3:23])\[CH3:19])/[CH:16]=[O:17]

Participants

3

Reactant 2

HCID 82029Methyl morpholine oxideHCID 22719834(E)-2-Fluoro-3-(6-isopropyl-4,4-dimethyl-1-n-propyl-1,2,3,4-tetrahydro-quinolin-8-yl)-but-2-en-1-ol2×

Product 1

HCID 22719829(E)-2-Fluoro-3-(6-isopropyl-4,4-dimethyl-1-n-propyl-1,2,3,4-tetrahydro-quinolin-8-yl)-but-2-enal

Procedure

Following General Procedure G, (E)-3-(1-n-propyl-6-isopropyl-4,4-dimethyl-1,2,3,4-tetrahydro-quinolin-8-yl)-2-fluoro-but-2-en-1-ol (Intermediate 20, 1.34 g, 4.04 mmol) and N-methylmorpholine N-oxide (947 mg, 8.08 mmol) were reacted to give the title compound as a bright yellow oil.

Workup

  1. customwere reacted

Sources & evidence

ORD record
ord-8baf15a84e7249868c916ff373787544
Source dataset
uspto-grants-2004_05
Patent number
US06734193B1

Reaction notes

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