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inquirychloromethyl methyl ether
triphenylphosphine
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
In dichloromethane Reflux; | 100% |
In toluene at 95℃; for 16h; | 97.3% |
In neat (no solvent) at 80℃; for 4h; Solvent; Temperature; Time; Inert atmosphere; Schlenk technique; | 93% |
Dimethoxymethane
triphenylphosphine
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
With acetyl chloride In methanol at 65℃; for 3h; | 94% |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In 1,4-dioxane at 0℃; for 1h; | 100% |
bis(p-methylphenyl)-methanone
(methoxymethyl)triphenylphosphonium chloride
4,4'-(2-methoxyethene-1,1-diyl)bis(methylbenzene)
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane for 2h; Wittig olefination; Heating; | 100% |
10,11-Dihydro-5H-dibenzo[a,d]cyclohepten-5-one
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane for 2h; Wittig olefination; Heating; | 100% |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane for 2h; Wittig olefination; Heating; | 100% |
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane for 2h; Wittig olefination; Heating; | 100% |
(methoxymethyl)triphenylphosphonium chloride
4,4'-Difluorobenzophenone
1,1-bis(4-fluorophenyl)-2-methoxyethene
Conditions | Yield |
---|---|
With sodium hexamethyldisilazane In tetrahydrofuran; 1,4-dioxane for 2h; Wittig olefination; Heating; | 100% |
Stage #1: (methoxymethyl)triphenylphosphonium chloride With n-butyllithium In 1,4-dioxane; hexane at 0℃; Wittig reaction; Stage #2: 4,4'-Difluorobenzophenone In 1,4-dioxane; hexane at 0℃; Wittig reaction; Reflux; | 82% |
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 25℃; for 0.5h; Stage #2: 2-iodoacetophenone In tetrahydrofuran at 25℃; for 1h; | 100% |
2-iodobenzophenone
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 25℃; for 0.5h; Stage #2: 2-iodobenzophenone In tetrahydrofuran at 25℃; for 1h; | 100% |
(methoxymethyl)triphenylphosphonium chloride
2-(naphthalen-2-yl)benzene-1,3-dicarbaldehyde
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran; diethyl ether at -78 - 0℃; for 1h; Wittig reaction; Stage #2: 2-(naphthalen-2-yl)benzene-1,3-dicarbaldehyde In tetrahydrofuran; diethyl ether at 20℃; | 100% |
3-(6-methoxy-1-naphthyl)thiophene-2-carboxaldehyde
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 20℃; for 1h; Stage #2: 3-(6-methoxy-1-naphthyl)thiophene-2-carboxaldehyde In tetrahydrofuran at 20℃; for 2h; Wittig reaction; | 100% |
4-dimethylamino-4-phenylcyclohexanone
(methoxymethyl)triphenylphosphonium chloride
4-(dimethylamino)-4-phenylcyclohexanecarbaldehyde
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: 4-dimethylamino-4-phenylcyclohexanone In tetrahydrofuran at 20℃; | 100% |
Stage #1: 4-dimethylamino-4-phenylcyclohexanone; (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In toluene at 70℃; Wittig Reaction; Stage #2: With water | |
Stage #1: 4-dimethylamino-4-phenylcyclohexanone; (methoxymethyl)triphenylphosphonium chloride With sodium hydride In DMF (N,N-dimethyl-formamide) at 20℃; for 72h; Stage #2: With hydrogenchloride; water In DMF (N,N-dimethyl-formamide) at 20℃; for 2h; | |
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran; dimethyl sulfoxide at 0℃; for 0.25h; Stage #2: 4-dimethylamino-4-phenylcyclohexanone In tetrahydrofuran; dimethyl sulfoxide at 20℃; Stage #3: With hydrogenchloride; sodium hydroxide; water more than 3 stages; | |
Stage #1: (methoxymethyl)triphenylphosphonium chloride With sodium hydride In DMF (N,N-dimethyl-formamide) Stage #2: 4-dimethylamino-4-phenylcyclohexanone In DMF (N,N-dimethyl-formamide) at 20℃; for 72h; Stage #3: With hydrogenchloride; sodium hydroxide; water more than 3 stages; |
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 1h; Stage #2: 2,6-difluoro-4-(4-propylphenyl)benzaldehyde In tetrahydrofuran at 0 - 20℃; for 2h; | 100% |
4-(dimethylamino)-4-(3-fluorophenyl)cyclohexan-1-one
(methoxymethyl)triphenylphosphonium chloride
4-dimethylamino-4-(3-fluorophenyl)-cyclohexane carbaldehyde
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0℃; Inert atmosphere; Stage #2: 4-(dimethylamino)-4-(3-fluorophenyl)cyclohexan-1-one In tetrahydrofuran at 20℃; | 100% |
Stage #1: (methoxymethyl)triphenylphosphonium chloride With sodium hydride In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 20℃; for 2h; Inert atmosphere; Stage #2: 4-(dimethylamino)-4-(3-fluorophenyl)cyclohexan-1-one In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil at 20℃; Inert atmosphere; |
1-(3-methyl-4'-trifluoromethyl-biphenyl-4-yl)-ethanone
(methoxymethyl)triphenylphosphonium chloride
4-(2-methoxy-1-methyl-vinyl)-3-methyl-4'-trifluoromethyl-biphenyl
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 1-(3-methyl-4'-trifluoromethyl-biphenyl-4-yl)-ethanone In tetrahydrofuran at 20℃; for 2h; | 100% |
4-(2,3-difluoro-4-ethoxyphenyl)-cyclohexanone
(methoxymethyl)triphenylphosphonium chloride
1-ethoxy-2,3-difluoro-4-(4-(methoxymethylene)cyclohexyl)benzene
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran for 1h; Inert atmosphere; Cooling with ice; Stage #2: 4-(2,3-difluoro-4-ethoxyphenyl)-cyclohexanone In tetrahydrofuran for 3h; Cooling with ice; | 100% |
Stage #1: (methoxymethyl)triphenylphosphonium chloride In tetrahydrofuran at -30 - -20℃; for 0.5h; Inert atmosphere; Stage #2: 4-(2,3-difluoro-4-ethoxyphenyl)-cyclohexanone In tetrahydrofuran at -30 - -20℃; for 0.5h; Inert atmosphere; | 65% |
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at -30 - -20℃; Inert atmosphere; Stage #2: 4-(2,3-difluoro-4-ethoxyphenyl)-cyclohexanone In tetrahydrofuran at -30 - -10℃; | |
With potassium tert-butylate In tetrahydrofuran; water | |
With potassium tert-butylate In tetrahydrofuran at -10℃; for 2h; Temperature; Wittig Olefination; Inert atmosphere; | 45.2 g |
3,4-dimethoxy-(phenylmethoxy)benzaldehyde
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0 - 20℃; for 0.5h; Inert atmosphere; Stage #2: 3,4-dimethoxy-(phenylmethoxy)benzaldehyde In tetrahydrofuran at 20℃; for 14h; Wittig reaction; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With sodium hexamethyldisilazane In tetrahydrofuran at 0℃; for 0.5h; Inert atmosphere; Stage #2: C21H26O2Si In tetrahydrofuran for 1.5h; Inert atmosphere; | 100% |
2,3-difluoro-4'-propylbiphenyl-4-carbaldehyde
(methoxymethyl)triphenylphosphonium chloride
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at -30℃; for 0.5h; Inert atmosphere; Stage #2: 2,3-difluoro-4'-propylbiphenyl-4-carbaldehyde In tetrahydrofuran for 8h; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at -30℃; Inert atmosphere; | 100% |
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at -30℃; for 1h; Inert atmosphere; Stage #2: C20H21FO2 In tetrahydrofuran at 20℃; for 3h; | 100% |
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 2h; | 100% |
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0 - 10℃; for 2h; Inert atmosphere; Stage #2: C20H22O In tetrahydrofuran at 0 - 10℃; for 1h; Inert atmosphere; | 100% |
1-benzyl-2,2,6,6-tetramethylpiperidine-4-one
(methoxymethyl)triphenylphosphonium chloride
4-(methoxymethylene)-2,2,6,6-tetramethylpiperidine
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 0℃; for 1h; Stage #2: N-benzyl-2,2,6,6-tetramethyl-piperidin-4-one In tetrahydrofuran at 5℃; for 2h; | 99.9% |
(methoxymethyl)triphenylphosphonium chloride
2-bromo-6-hydroxy-4-methylbenzaldehyde
2-bromo-6-methoxy-4-methylphenylacetaldehyde
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium hexamethylsilazane In toluene for 1h; Stage #2: 2-bromo-6-methoxy-4-methylbenzaldehyde In toluene at 20℃; for 2h; Wittig reaction; Stage #3: With hydrogenchloride In acetone for 3.5h; Heating; | 99% |
(methoxymethyl)triphenylphosphonium chloride
(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal
tert-Butyl-((E)-(R)-4-methoxy-2-methyl-but-3-enyloxy)-diphenyl-silane
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With lithium hexamethyldisilazane In tetrahydrofuran at 0℃; for 0.5h; Stage #2: (2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal In tetrahydrofuran at 0℃; for 1.5h; Further stages.; | 99% |
(S,E)-2-(4-methoxybenzyloxy)-2-methyl-8-((S)-2,2,4-trimethyl-1,3-dioxolan-4-yl)oct-5-enal
(methoxymethyl)triphenylphosphonium chloride
C25H38O5
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium hexamethylsilazane In tetrahydrofuran at -78℃; for 0.5h; Stage #2: (S,E)-2-(4-methoxybenzyloxy)-2-methyl-8-((S)-2,2,4-trimethyl-1,3-dioxolan-4-yl)oct-5-enal In tetrahydrofuran at -78℃; for 1h; Wittig olefination; Further stages.; | 99% |
(methoxymethyl)triphenylphosphonium chloride
(1R,4aR,8R,8aS,10aS)-1,4a,8-Trimethyl-8-vinyl-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydro-phenanthrene-1-carbaldehyde
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran for 0.5h; Wittig Reaction; | 99% |
2-(4-bromonaphthalen-1-yl)benzaldehyde
(methoxymethyl)triphenylphosphonium chloride
1-bromo-4-[1-(2-methoxyvinyl)phenyl]naphthalene
Conditions | Yield |
---|---|
With potassium tert-butylate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 99% |
With potassium tert-butylate In tetrahydrofuran at 20℃; for 2h; Inert atmosphere; | 99% |
With potassium tert-butylate In tetrahydrofuran at 25℃; for 2h; Inert atmosphere; | 99% |
(methoxymethyl)triphenylphosphonium chloride
2-(4-methylpiperazin-1-yl)benzaldehyde
[2-(4-methylpiperazin-1-yl)phenyl]acetaldehyde
Conditions | Yield |
---|---|
Stage #1: (methoxymethyl)triphenylphosphonium chloride With potassium tert-butylate In tetrahydrofuran at 10℃; for 0.25h; Stage #2: 2-(4-methylpiperazin-1-yl)benzaldehyde In tetrahydrofuran at 20℃; Stage #3: With hydrogenchloride; potassium carbonate more than 3 stages; | 99% |
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