4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

Base Information

Chemical Name:4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine
CAS No.:515881-16-0
Molecular Formula:C₂₀H₃₀BrN₃O
Molecular Weight:408.382
Hs Code.:

Synonyms:4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

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Chemical Property of 4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

Chemical Property:

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Technology Process of 4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

There total 14 articles about 4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 438207-93-3
4-[(4-bromo-phenyl)-ethoxyimino-methyl]-4'-methyl-[1,4']bipiperidinyl-1'-carboxylic acid tert-butyl ester

: 515881-16-0
4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

Guidance literature:: With 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran; trifluoroacetic acid; at 20 ℃; for 2h;
DOI:10.1021/jm015526o

Reference yield:

: 498-94-2
isonipecotic acid

: 515881-16-0
4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

Guidance literature:: Multi-step reaction with 12 steps

1: 4 h / Heating

2: SOCl₂ / Heating

3: AlCl₃ / 4 h / Heating

4: p-TsOH / Heating

5: 95 percent / aq. K₂CO₃ / methanol / 20 °C

6: Ti(OiPr)4 / 1,2-dichloro-ethane / 12 h / 20 °C

7: 7.3 g / 3 h / 20 °C

8: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

9: 6 N HCl / ethyl acetate / 24 h / 20 °C

10: 5.1 g / 10percent aq. NaOH / 20 °C

11: NaOAc / methanol / 24 h / 20 °C

12: TFA / CH₂Cl₂ / 2 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; aluminium trichloride; thionyl chloride; methylmagnesium bromide; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; 3: Friedel-Crafts acylation;
DOI:10.1021/jm0200815

Reference yield:

: 126501-70-0
1-(2,2,2-trifluoroacetyl)piperidine-4-carboxylic acid

: 515881-16-0
4-[(Z)-(4-bromophenyl)(ethoxyimino)methyl]-1-(4-methyl-4-piperidinyl)-piperidine

Guidance literature:: Multi-step reaction with 11 steps

1: SOCl₂ / Heating

2: AlCl₃ / 4 h / Heating

3: p-TsOH / Heating

4: 95 percent / aq. K₂CO₃ / methanol / 20 °C

5: Ti(OiPr)4 / 1,2-dichloro-ethane / 12 h / 20 °C

6: 7.3 g / 3 h / 20 °C

7: 98 percent / MeMgBr / tetrahydrofuran; diethyl ether / 2 h / 20 °C

8: 6 N HCl / ethyl acetate / 24 h / 20 °C

9: 5.1 g / 10percent aq. NaOH / 20 °C

10: NaOAc / methanol / 24 h / 20 °C

11: TFA / CH₂Cl₂ / 2 h / 20 °C

With titanium(IV) isopropylate; hydrogenchloride; aluminium trichloride; thionyl chloride; methylmagnesium bromide; sodium acetate; potassium carbonate; toluene-4-sulfonic acid; trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; 2: Friedel-Crafts acylation;
DOI:10.1021/jm0200815