methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate

Base Information

• Chemical Name: methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate
• CAS No.: 219922-83-5
• Molecular Formula: C₂₈H₃₇NO₂S₂
• Molecular Weight: 483.739
• Mol file: 219922-83-5.mol

Synonyms:methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate

Chemical Property of methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate

There total 12 articles about methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate 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:

2-(piperidin-1-yl)benzonitrile (72752-52-4) → methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate (219922-83-5)

Guidance literature:

Multi-step reaction with 11 steps

1: tetrahydrofuran; toluene / 3 h / Heating

2: 4N aq. HCl / toluene; tetrahydrofuran / 20 °C

3: 23 percent / diethyl ether / 1.) 40 deg C, 5 h, 2.) RT, 5 d

4: 96 percent / H₂ / 10 percent Pd/C / ethanol / 750.06 Torr / Ambient temperature

5: 1.) NaOEt / 1.) EtOH, 50 deg C, 2.) EtOH, a) reflux, 2 h, b) RT, overnight

6: H₂SO₄ / 0.08 h / 80 °C

7: aq. H₂SO₄ / 1 h / 110 °C

8: 88 percent / p-TsOH*H₂O / benzene / 72 h / Heating

9: 1.) n-BuLi / 1.) Et₂O, hexane, 25 deg C, 30 min, 2.) Et₂O, hexane, RT, overnight

10: 2N aq. HClO₄ / dioxane

11: 1.) BF₃*Et₂O / 1.) RT, 3 d, 2.) 70 deg C

With hydrogenchloride; n-butyllithium; perchloric acid; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; sodium ethanolate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; toluene; benzene;

DOI:10.1021/jm9810349

Reference yield:

piperidine (110-89-4) → methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate (219922-83-5)

Guidance literature:

Multi-step reaction with 12 steps

1: 84 percent / N-formyl-piperidine / 64 h / 160 - 170 °C

2: tetrahydrofuran; toluene / 3 h / Heating

3: 4N aq. HCl / toluene; tetrahydrofuran / 20 °C

4: 23 percent / diethyl ether / 1.) 40 deg C, 5 h, 2.) RT, 5 d

5: 96 percent / H₂ / 10 percent Pd/C / ethanol / 750.06 Torr / Ambient temperature

6: 1.) NaOEt / 1.) EtOH, 50 deg C, 2.) EtOH, a) reflux, 2 h, b) RT, overnight

7: H₂SO₄ / 0.08 h / 80 °C

8: aq. H₂SO₄ / 1 h / 110 °C

9: 88 percent / p-TsOH*H₂O / benzene / 72 h / Heating

10: 1.) n-BuLi / 1.) Et₂O, hexane, 25 deg C, 30 min, 2.) Et₂O, hexane, RT, overnight

11: 2N aq. HClO₄ / dioxane

12: 1.) BF₃*Et₂O / 1.) RT, 3 d, 2.) 70 deg C

With N-Formylpiperidine; hydrogenchloride; n-butyllithium; perchloric acid; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; sodium ethanolate; toluene-4-sulfonic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; diethyl ether; ethanol; toluene; benzene;

DOI:10.1021/jm9810349

Reference yield:

n-propyl-(2-piperidino-phenyl)-ketone (219921-99-0) → methyl 4-<4-<2-(1-piperidinyl)phenyl>-2,2-ethylenedithio-heptyl>-benzoate (219922-83-5)

Guidance literature:

Multi-step reaction with 9 steps

1: 23 percent / diethyl ether / 1.) 40 deg C, 5 h, 2.) RT, 5 d

2: 96 percent / H₂ / 10 percent Pd/C / ethanol / 750.06 Torr / Ambient temperature

3: 1.) NaOEt / 1.) EtOH, 50 deg C, 2.) EtOH, a) reflux, 2 h, b) RT, overnight

4: H₂SO₄ / 0.08 h / 80 °C

5: aq. H₂SO₄ / 1 h / 110 °C

6: 88 percent / p-TsOH*H₂O / benzene / 72 h / Heating

7: 1.) n-BuLi / 1.) Et₂O, hexane, 25 deg C, 30 min, 2.) Et₂O, hexane, RT, overnight

8: 2N aq. HClO₄ / dioxane

9: 1.) BF₃*Et₂O / 1.) RT, 3 d, 2.) 70 deg C

With n-butyllithium; perchloric acid; sulfuric acid; boron trifluoride diethyl etherate; hydrogen; sodium ethanolate; toluene-4-sulfonic acid; palladium on activated charcoal; In 1,4-dioxane; diethyl ether; ethanol; benzene;

DOI:10.1021/jm9810349

upstream raw materials:

methanol

ethane-1,2-dithiol

4-[2-oxo-4-(2-piperidin-1-yl-phenyl)-heptyl]-benzoic acid

piperidine

Downstream raw materials:

methyl 4-<4-<2-(1-piperidinyl)phenyl>-heptyl>-benzoate