1-(4-methoxyphenyl)ethanone
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With palladium diacetate; silver nitrate; N-fluorobis(benzenesulfon)imide; methyl carbamate In dichloromethane at 95℃; for 24h; Sealed tube; | 78% |
Multi-step reaction with 3 steps 1: sodium acetate / ethanol; water / 2 h / Reflux 2: tris(dibenzylideneacetone)dipalladium(0) chloroform complex; N-fluorobis(benzenesulfon)imide; potassium nitrate / nitromethane / 24 h / 25 °C 3: hydrogenchloride; water / diethyl ether / 30 h / 20 °C View Scheme |
1-fluoro-3-methoxybenzene
acetic anhydride
A
1-(4-fluoro-2-methoxy-phenyl)-ethanone
B
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With lithium perchlorate at 100℃; for 1h; | A 30% B 70% |
1-fluoro-3-methoxybenzene
acetic anhydride
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With aluminium trichloride In carbon disulfide at 20 - 35℃; | 60.7% |
With aluminium trichloride In 1,2-dichloro-ethane for 2h; Ambient temperature; |
1-fluoro-3-methoxybenzene
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
C10H12FNO2
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With hydrogenchloride; water In diethyl ether at 20℃; for 30h; | 26.5 mg |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
methylmagnesium chloride
2-(2-fluoro-4-methoxyphenyl)-2-isopropanol
Conditions | Yield |
---|---|
Stage #1: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone; methylmagnesium chloride In tetrahydrofuran; dichloromethane at 0℃; Inert atmosphere; Stage #2: With hydrogenchloride; methanol; water In tetrahydrofuran; dichloromethane at 20℃; Product distribution / selectivity; | 99% |
Stage #1: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone; methylmagnesium chloride In tetrahydrofuran at 20 - 35℃; for 0.666667h; Inert atmosphere; Stage #2: With water; acetic acid In tetrahydrofuran at 5 - 25℃; | 98% |
In tetrahydrofuran at -15 - 0℃; for 1h; | 95% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
2-fluoro-4-methoxy-phenol
Conditions | Yield |
---|---|
Stage #1: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone With magnesium sulfate; 3-chloro-benzenecarboperoxoic acid In chloroform at 20℃; for 120h; Stage #2: With ammonium hydroxide In methanol; acetonitrile at 20℃; for 3h; Further stages.; | 98% |
Multi-step reaction with 2 steps 1: mCPBA, MgSO4 / CHCl3 / 12 h / Ambient temperature 2: 94 percent / aq. NH3 / methanol / 1 h / Ambient temperature View Scheme |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
2-fluoro-4-methoxy-phenol
Conditions | Yield |
---|---|
In methanol | 94% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
(E)-1-(2-fluoro-4-methoxyphenyl)ethanone oxime
Conditions | Yield |
---|---|
With hydroxylamine hydrochloride; sodium carbonate In ethanol; water pH=5; Reflux; | 93% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With palladium diacetate; silver nitrate; N-fluorobis(benzenesulfon)imide; methyl carbamate In dichloromethane at 95℃; for 24h; Sealed tube; | 93% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
1-(2-fluoro-4-methoxyphenyl)ethan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In diethyl ether 1.) RT, 3 h, 2.) reflux, 1 h; | 92% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
oxalic acid diethyl ester
Conditions | Yield |
---|---|
Stage #1: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone; oxalic acid diethyl ester With sodium ethanolate In ethanol at 20℃; Inert atmosphere; Stage #2: With hydrogenchloride In water | 91.2% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
oxalic acid diethyl ester
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 20℃; Claisen Condensation; | 91% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water for 12h; Ambient temperature; | 90% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
6-methoxy-3-methyl-1H-indazole
Conditions | Yield |
---|---|
Stage #1: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone With hydrazine hydrate In ethanol for 6h; Reflux; Stage #2: With ethylene glycol at 150℃; for 96h; | 90% |
With hydrazine hydrate In 1-methyl-pyrrolidin-2-one at 120℃; for 24h; Inert atmosphere; | 78% |
With hydrazine hydrate In ethanol; ethylene glycol | 59% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Methyltriphenylphosphonium bromide
2-fluoro-4-methoxy-1-(prop-1-en-2-yl)benzene
Conditions | Yield |
---|---|
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In toluene at 20℃; for 0.5h; Inert atmosphere; Stage #2: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone In toluene at 20℃; for 4h; Inert atmosphere; | 88% |
Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran for 0.5h; Cooling with ice; Stage #2: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone In tetrahydrofuran at -78 - 20℃; | 63% |
Stage #1: Methyltriphenylphosphonium bromide With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; for 0.5h; Stage #2: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone In tetrahydrofuran at -78 - 20℃; for 2.5h; Stage #3: With acetic acid In tetrahydrofuran for 0.5h; | |
Stage #1: Methyltriphenylphosphonium bromide With potassium tert-butylate In toluene at 40 - 50℃; for 2h; Inert atmosphere; Stage #2: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone In toluene at 55 - 65℃; for 2h; Wittig Olefination; Inert atmosphere; | 233 g |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
2,3,4-trimethoxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 3h; Claisen-Schmidt Condensation; | 87.18% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
2,4-Dimethoxybenzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 3h; Claisen-Schmidt Condensation; | 85.18% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol; water; acetonitrile at 20℃; for 1h; Aldol Condensation; | 84% |
4-piperidinemethanol
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With potassium carbonate In dimethyl sulfoxide at 130℃; Reagent/catalyst; Solvent; Temperature; | 84% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With potassium tert-butylate In 1,2-dimethoxyethane; (2S)-N-methyl-1-phenylpropan-2-amine hydrate | 83% |
With potassium tert-butylate In 1,2-dimethoxyethane; (2S)-N-methyl-1-phenylpropan-2-amine hydrate | 83% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
3,4,5-trimethoxy-benzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 3h; Claisen-Schmidt Condensation; | 82.3% |
2,4,6-trimethoxybenzaldehyde
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 3h; Claisen-Schmidt Condensation; | 82.1% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
A
1-(2-fluoro-4-methoxy-3-nitro-phenyl)-ethanone
B
1-(2-fluoro-4-methoxy-5-nitro-phenyl)-ethanone
Conditions | Yield |
---|---|
With sulfuric acid; nitric acid at -20 - -15℃; for 0.666667h; | A 2% B 82% |
asaraldehyde
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 3h; Claisen-Schmidt Condensation; | 80.2% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
2,6-dichloro-4-methoxy-benzaldehyde
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol for 4h; Ambient temperature; | 80% |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
2-(trifluoromethyl)benzenamine
Conditions | Yield |
---|---|
1-(2-fluoro-4-methoxyphenyl)-1-ethanone; 2-(trifluoromethyl)benzenamine With toluene-4-sulfonic acid In xylene Heating; Further stages.; | 80% |
methylmagnesium bromide
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
2-(2-fluoro-4-methoxyphenyl)-2-isopropanol
Conditions | Yield |
---|---|
In tetrahydrofuran at 0 - 20℃; Inert atmosphere; | 80% |
Stage #1: methylmagnesium bromide; 1-(2-fluoro-4-methoxyphenyl)-1-ethanone In tetrahydrofuran at 0 - 20℃; for 4h; Stage #2: With water; ammonium chloride In tetrahydrofuran | |
In tetrahydrofuran at 0 - 20℃; for 4h; | |
In tetrahydrofuran at 0 - 20℃; for 4h; | |
In tetrahydrofuran at 0℃; for 4h; |
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
phenylmethanethiol
Conditions | Yield |
---|---|
Stage #1: phenylmethanethiol With potassium tert-butylate In tetrahydrofuran for 1h; Inert atmosphere; Stage #2: 1-(2-fluoro-4-methoxyphenyl)-1-ethanone In tetrahydrofuran for 3h; Reflux; | 80% |
3,5-dimethoxybenzaldehdye
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With sodium hydroxide In ethanol at 20℃; for 3h; Claisen-Schmidt Condensation; | 79.4% |
2,5-bis(trifluoromethyl)aniline
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
2,5-bis(trifluoromethyl)aniline; 1-(2-fluoro-4-methoxyphenyl)-1-ethanone With toluene-4-sulfonic acid In xylene Heating; Further stages.; | 75% |
isochromane
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With carbon tetrabromide In neat (no solvent) at 100℃; for 48h; | 75% |
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline
1-(2-fluoro-4-methoxyphenyl)-1-ethanone
Conditions | Yield |
---|---|
With potassium carbonate In N,N-dimethyl-formamide at 20℃; for 20.5h; Inert atmosphere; | 72% |
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