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CAS No.: | 3967-32-6 |
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Name: | 5-(1-Methyl-4-Piperidyl)5H-Dibenzo |
Article Data: | 7 |
Molecular Structure: | |
Formula: | C21H23 N O |
Molecular Weight: | 305.42 |
Synonyms: | 5H-Dibenzo[a,d]cyclohepten-5-ol,5-(1-methyl-4-piperidyl)- (7CI,8CI); 5-(1-Methyl-4-piperidyl)-5H-dibenzo[a,d]cyclohepten-5-ol |
Density: | 1.158g/cm3 |
Melting Point: | 166.7-167.7 °C(Solv: benzene (71-43-2); hexane (110-54-3)) |
Boiling Point: | 467.7°C at 760 mmHg |
Flash Point: | 132.2°C |
PSA: | 23.47000 |
LogP: | 3.68600 |
4-chloro-1-methylpiperidine
dibenzosuberenon
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
Conditions | Yield |
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Stage #1: 4-chloro-1-methylpiperidine With iodine; magnesium In tetrahydrofuran for 5h; Reflux; Inert atmosphere; Stage #2: With (trimethylsilyl)methylmagnesium chloride; lithium chloride; zinc(II) chloride In tetrahydrofuran; diethyl ether at 20℃; for 0.75h; Inert atmosphere; Stage #3: dibenzosuberenon In tetrahydrofuran; diethyl ether at 0℃; for 2h; Inert atmosphere; | 99% |
Stage #1: 4-chloro-1-methylpiperidine With magnesium In tetrahydrofuran at 60 - 65℃; for 1h; Inert atmosphere; Large scale; Stage #2: dibenzosuberenon In tetrahydrofuran at 5 - 20℃; for 1h; Temperature; Inert atmosphere; Large scale; |
(1-methyl-4-piperidyl)magnesium chloride
dibenzosuberenon
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
Conditions | Yield |
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In tetrahydrofuran at 70℃; | 76% |
Conditions | Yield |
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With formic acid at 100℃; for 2h; | 99% |
With hydrogenchloride; acetic acid at 120℃; for 2h; | 83% |
With formic acid for 1h; Heating; Yield given; |
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
(+/-)-(5H)-1-methyl-4-(5H-dibenzocyclohepten-5-yl)piperidine
Conditions | Yield |
---|---|
With triethylsilane; boron trifluoride In dichloromethane at 0℃; for 3h; | 74% |
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)piperidine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 83 percent / HOAc, conc. HCl / 2 h / 120 °C 2: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux 3: 1) CH3OH, 2) NaOH / 1) r.t., 15 min, 50 deg C, 15 min, 2) water View Scheme |
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
4-(4-Dibenzo[a,d]cyclohepten-5-ylidene-piperidin-1-yl)-butylamine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 83 percent / HOAc, conc. HCl / 2 h / 120 °C 2: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux 3: 1) CH3OH, 2) NaOH / 1) r.t., 15 min, 50 deg C, 15 min, 2) water 4: 80 percent / Na2CO3, KI / acetonitrile; dimethylformamide / Heating 5: 62 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 2 h / Ambient temperature View Scheme |
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
4-<4-(5H-dibenzocyclohepten-5-ylidene)piperidino>butanonitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 83 percent / HOAc, conc. HCl / 2 h / 120 °C 2: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux 3: 1) CH3OH, 2) NaOH / 1) r.t., 15 min, 50 deg C, 15 min, 2) water 4: 80 percent / Na2CO3, KI / acetonitrile; dimethylformamide / Heating View Scheme |
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
7-(4-Dibenzo[a,d]cyclohepten-5-ylidene-piperidin-1-yl)-heptylamine
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: 83 percent / HOAc, conc. HCl / 2 h / 120 °C 2: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux 3: 1) CH3OH, 2) NaOH / 1) r.t., 15 min, 50 deg C, 15 min, 2) water 4: 99 percent / K2CO3 / acetonitrile / 90 °C 5: 81 percent / LiAlH4 / tetrahydrofuran; diethyl ether / 2 h / Ambient temperature View Scheme |
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
7-(4-Dibenzo[a,d]cyclohepten-5-ylidene-piperidin-1-yl)-heptanenitrile
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 83 percent / HOAc, conc. HCl / 2 h / 120 °C 2: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux 3: 1) CH3OH, 2) NaOH / 1) r.t., 15 min, 50 deg C, 15 min, 2) water 4: 99 percent / K2CO3 / acetonitrile / 90 °C View Scheme |
5-(1-methyl-4-piperidyl)-5H-dibenzocyclohepten-5-ol
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 83 percent / HOAc, conc. HCl / 2 h / 120 °C 2: Na2CO3 / 1,2-dichloro-ethane / 1) 0 deg C, 2) reflux View Scheme |