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inquiry3-M-TOLYL-PROPAN-1-OL Application:3-M-TOLYL-PROPAN-1-OL
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3-(3-methylphenyl)propanoic acid
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; Reflux; Inert atmosphere; | 99% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 2h; Inert atmosphere; | 76% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 1h; Reflux; | 0.84 g |
With dimethylsulfide borane complex In tetrahydrofuran at 0 - 20℃; for 18h; | |
With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; Inert atmosphere; |
3-m-tolyl-acrylic acid ethyl ester
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran for 0.333333h; | 92% |
With pentan-1-ol; sodium |
Conditions | Yield |
---|---|
With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; potassium tert-butylate In tetrahydrofuran at 100℃; for 24h; Inert atmosphere; | 83% |
3-methyldihydrocinnamic acid methyl ester
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether | |
With lithium aluminium tetrahydride In diethyl ether for 1h; Heating; |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With potassium acetate; acetic acid durch Verseifen mit alkoh. Kalilauge; |
oxirane
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With diethyl ether |
m-tolyl aldehyde
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: potassium tert-butoxide / dimethylformamide / 1 h / 0 °C 1.2: 82 percent / dimethylformamide / 24 h / 20 °C 2.1: 92 percent / lithium aluminium hydride / tetrahydrofuran / 0.33 h View Scheme |
(E)-methyl 3-methylcinnamate
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: H2 / 5percent Pd/C / methanol / 1 h / Ambient temperature 2: LiAlH4 / diethyl ether / 1 h / Heating View Scheme |
(methyloxycarbonylmethyl)triphenylphosphonium bromide
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NaOCH3 / CH2Cl2 / Ambient temperature 2: H2 / 5percent Pd/C / methanol / 1 h / Ambient temperature 3: LiAlH4 / diethyl ether / 1 h / Heating View Scheme |
ethyl 3-(3-methylphenyl)-propionate
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Stage #1: ethyl 3-(3-methylphenyl)-propionate With lithium aluminium tetrahydride In tetrahydrofuran at 0 - 20℃; for 1.5h; Stage #2: With water; ammonium chloride In tetrahydrofuran |
3-methylcinnamic acid
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride In tetrahydrofuran |
Conditions | Yield |
---|---|
Stage #1: formaldehyd; 3-methylstyrene With chloro(1,5-cyclooctadiene)rhodium(I) dimer; (R,R)-1,2-bis(2,5-diphenylphospholanyl)ethane In toluene at 80℃; Inert atmosphere; Stage #2: With sodium tetrahydroborate In methanol at 0℃; Inert atmosphere; |
formic acid
3-methylstyrene
carbon monoxide
A
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With bis(1,5-cyclooctadiene)diiridium(I) dichloride; 1,10-Phenanthroline; triethylamine In 1,2-dichloro-ethane at 120℃; under 3750.38 - 22502.3 Torr; for 16h; Autoclave; Sealed tube; |
3-(3-methylphenyl)propan-1-ol
3-(3-methylphenyl)propanal
Conditions | Yield |
---|---|
With sIBX In tetrahydrofuran for 5h; Reflux; | 89% |
With pyridinium chlorochromate In dichloromethane at 0 - 20℃; for 3h; | 87% |
With oxalyl dichloride; dimethyl sulfoxide; triethylamine 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min; Multistep reaction; | |
With pyridinium chlorochromate In dichloromethane | |
With Dess-Martin periodane In dichloromethane at 0 - 20℃; Inert atmosphere; |
3-(3-methylphenyl)propan-1-ol
1-Phenyl-1H-tetrazole-5-thiol
5-(3-m-tolylpropylthio)-1-phenyl-1H-tetrazole
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0℃; for 1h; Mitsunobu reaction; | 83% |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
With lithium; isopropyl alcohol In ammonia Birch Reduction; Reflux; liquid NH3; | 71% |
3-(3-methylphenyl)propan-1-ol
1-iodo-3-(m-methylphenyl)propane
Conditions | Yield |
---|---|
With phosphorus; iodine at 145 - 150℃; for 5h; Heating; | 56% |
With 1H-imidazole; iodine; triphenylphosphine In dichloromethane at 0℃; for 1.5h; |
3-(3-methylphenyl)propan-1-ol
1-(3-bromopropyl)-3- methylbenzene
Conditions | Yield |
---|---|
With sulfuric acid; hydrogen bromide | |
With N-Bromosuccinimide; triphenylphosphine In dichloromethane for 13h; Ice-cooling; | |
With carbon tetrabromide; triphenylphosphine In dichloromethane at 0 - 20℃; for 18h; |
3-(3-methylphenyl)propan-1-ol
phenyl isocyanate
3-(3-methylphenyl)propan-1-ol
5-(3-m-tolylpropylsulfonyl)-1-phenyl-1H-tetrazole
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 83 percent / triphenylphosphine; DEAD / tetrahydrofuran / 1 h / 0 °C 2: 91 percent / sodium hydrogen carbonate; mCPBA / CH2Cl2 / 14 h View Scheme |
3-(3-methylphenyl)propan-1-ol
5-((3aS,5R,6R,6aS)-5-(tert-butyldimethylsilyloxy)-6-((E)-4-m-tolylbut-1-enyl)-1,3a,4,5,6,6a-hexahydropentalen-2-yl)pentanal
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: 83 percent / triphenylphosphine; DEAD / tetrahydrofuran / 1 h / 0 °C 2.1: 91 percent / sodium hydrogen carbonate; mCPBA / CH2Cl2 / 14 h 3.1: KHMDS / 1,2-dimethoxy-ethane; toluene / 0.75 h / -60 °C 3.2: 95.4 percent / 1,2-dimethoxy-ethane; toluene / -60 - 20 °C 4.1: 85 percent / DDQ; H2O / CH2Cl2 / 0.5 h 5.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 2.5 h / -78 - 0 °C View Scheme |
3-(3-methylphenyl)propan-1-ol
5-((3aS,5R,6R,6aS)-5-(tert-butyldimethylsilyloxy)-6-((E)-4-m-tolylbut-1-enyl)-1,3a,4,5,6,6a-hexahydropentalen-2-yl)pentan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: 83 percent / triphenylphosphine; DEAD / tetrahydrofuran / 1 h / 0 °C 2.1: 91 percent / sodium hydrogen carbonate; mCPBA / CH2Cl2 / 14 h 3.1: KHMDS / 1,2-dimethoxy-ethane; toluene / 0.75 h / -60 °C 3.2: 95.4 percent / 1,2-dimethoxy-ethane; toluene / -60 - 20 °C 4.1: 85 percent / DDQ; H2O / CH2Cl2 / 0.5 h View Scheme |
3-(3-methylphenyl)propan-1-ol
5-((3aS,5R,6R,6aS)-5-(tert-butyldimethylsilyloxy)-6-((E)-4-m-tolylbut-1-enyl)-1,3a,4,5,6,6a-hexahydropentalen-2-yl)pentanoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: 83 percent / triphenylphosphine; DEAD / tetrahydrofuran / 1 h / 0 °C 2.1: 91 percent / sodium hydrogen carbonate; mCPBA / CH2Cl2 / 14 h 3.1: KHMDS / 1,2-dimethoxy-ethane; toluene / 0.75 h / -60 °C 3.2: 95.4 percent / 1,2-dimethoxy-ethane; toluene / -60 - 20 °C 4.1: 85 percent / DDQ; H2O / CH2Cl2 / 0.5 h 5.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 2.5 h / -78 - 0 °C 6.1: 99 percent / 2,3-dimethyl-2-butene; sodium chlorite; potassium dihydrogen phosphate / 2-methyl-propan-2-ol; H2O / 0 - 20 °C View Scheme |
3-(3-methylphenyl)propan-1-ol
tert-butyl((1R,2R,3aS,6aS)-5-(5-(4-methoxybenzyloxy)pentyl)-1-((E)-4-m-tolylbut-1-enyl)-1,2,3,3a,6,6a-hexahydropentalen-2-yloxy)dimethylsilane
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: 83 percent / triphenylphosphine; DEAD / tetrahydrofuran / 1 h / 0 °C 2.1: 91 percent / sodium hydrogen carbonate; mCPBA / CH2Cl2 / 14 h 3.1: KHMDS / 1,2-dimethoxy-ethane; toluene / 0.75 h / -60 °C 3.2: 95.4 percent / 1,2-dimethoxy-ethane; toluene / -60 - 20 °C View Scheme |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 7 steps 1.1: 83 percent / triphenylphosphine; DEAD / tetrahydrofuran / 1 h / 0 °C 2.1: 91 percent / sodium hydrogen carbonate; mCPBA / CH2Cl2 / 14 h 3.1: KHMDS / 1,2-dimethoxy-ethane; toluene / 0.75 h / -60 °C 3.2: 95.4 percent / 1,2-dimethoxy-ethane; toluene / -60 - 20 °C 4.1: 85 percent / DDQ; H2O / CH2Cl2 / 0.5 h 5.1: 100 percent / oxalyl chloride; DMSO; triethylamine / CH2Cl2 / 2.5 h / -78 - 0 °C 6.1: 99 percent / 2,3-dimethyl-2-butene; sodium chlorite; potassium dihydrogen phosphate / 2-methyl-propan-2-ol; H2O / 0 - 20 °C 7.1: 96 percent / TBAF / tetrahydrofuran / 96 h / 20 °C View Scheme |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min 2: 1.) LDA / 1.) THF, hexane, from -78 to -20 deg C, 20 min, 2.) THF, hexane, 50 min 3: 4-dimethylaminopyridine, Et3N / CH2Cl2 / Ambient temperature 4: 1N KOH / ethanol / Ambient temperature 5: p-TsCl, pyridine / 0 - 5 °C 6: CF3COOH / butan-1-ol / 2 h / Ambient temperature View Scheme |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min 2: 1.) LDA / 1.) THF, hexane, from -78 to -20 deg C, 20 min, 2.) THF, hexane, 50 min View Scheme |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min 2: 1.) LDA / 1.) THF, hexane, from -78 to -20 deg C, 20 min, 2.) THF, hexane, 50 min 3: 4-dimethylaminopyridine, Et3N / CH2Cl2 / Ambient temperature 4: 1N KOH / ethanol / Ambient temperature 5: p-TsCl, pyridine / 0 - 5 °C View Scheme |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min 2: 1.) LDA / 1.) THF, hexane, from -78 to -20 deg C, 20 min, 2.) THF, hexane, 50 min 3: 4-dimethylaminopyridine, Et3N / CH2Cl2 / Ambient temperature 4: 1N KOH / ethanol / Ambient temperature View Scheme |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min 2: 1.) LDA / 1.) THF, hexane, from -78 to -20 deg C, 20 min, 2.) THF, hexane, 50 min 3: 4-dimethylaminopyridine, Et3N / CH2Cl2 / Ambient temperature View Scheme |
3-(3-methylphenyl)propan-1-ol
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -40 deg C, 25 min, 2.) CH2Cl2, -40 deg C, 5 min 2: 1.) LDA / 1.) THF, hexane, from -78 to -20 deg C, 20 min, 2.) THF, hexane, 50 min 3: 4-dimethylaminopyridine, Et3N / CH2Cl2 / Ambient temperature View Scheme |
3-(3-methylphenyl)propan-1-ol
6-methyl-3,4-dihydronaphthalen-1(2H)-one
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 56 percent / red P, iodine / 5 h / 145 - 150 °C / Heating 2: 42 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 30 min; 2.) 2 h, room temp. 3: 92 percent / AgOTf / CH2Cl2 / 20 h / Ambient temperature View Scheme |
3-(3-methylphenyl)propan-1-ol
4-(m-methylphenyl)-1,1-bis(phenylthio)-1-butene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 56 percent / red P, iodine / 5 h / 145 - 150 °C / Heating 2: 42 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 0 deg C, 30 min; 2.) 2 h, room temp. 3: 30 percent / Cu(CH3CN)4BF4 / benzene / 1 h / 70 °C View Scheme |
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