7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane

Base Information

• Chemical Name: 7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane
• CAS No.: 125104-95-2
• Molecular Formula: C₂₀H₂₆Cl₂N₂O₃
• Molecular Weight: 413.344
• Mol file: 125104-95-2.mol

Synonyms:7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane

Chemical Property of 7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane

There total 6 articles about 7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane 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: 67.0%

1-<(3,4-dichlorophenyl)acetyl>-6-(1-pyrrolidinylmethyl)-3-piperidinone (138155-07-4) + ethylene glycol (107-21-1) → 7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane (125104-95-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 2h; Heating;

DOI:10.1021/jm00081a009

Reference yield:

methyl 2-(hydroxymethyl)pyridine-4-carboxylate (58481-17-7) → 7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane (125104-95-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / etheral HCl, SOCl₂ / 4 h / 0 - 20 °C

2: 64 percent / Et₃N / CH₂Cl₂ / 1.) -60 deg C, 1 h, 2.) RT, 72 h

3: 35 percent / H₂ / 5percent Rh/C / ethanol / 14 h / 70 °C / 3620.04 Torr

4: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, RT, 40 min, 2.) CH₂Cl₂, RT, 18 h

5: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2 h, 2.) CH₂Cl₂

6: 67 percent / p-TSA / toluene / 2 h / Heating

With hydrogenchloride; thionyl chloride; oxalyl dichloride; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 1,1'-carbonyldiimidazole; Rh on carbon; In ethanol; dichloromethane; toluene;

DOI:10.1021/jm00081a009

Reference yield:

methyl 2-(1-pyrrolidinylmethyl)-4-pyridinecarboxylate (125104-37-2) → 7-<(3,4-dichlorophenyl)acetyl>-8-(1-pyrrolidinylmethyl)-7-aza-1,4-dioxaspiro<4.5>decane (125104-95-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 35 percent / H₂ / 5percent Rh/C / ethanol / 14 h / 70 °C / 3620.04 Torr

2: 1.) 1,1'-carbonyldiimidazole / 1.) CH₂Cl₂, RT, 40 min, 2.) CH₂Cl₂, RT, 18 h

3: 1.) DMSO, (COCl)2, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2 h, 2.) CH₂Cl₂

4: 67 percent / p-TSA / toluene / 2 h / Heating

With oxalyl dichloride; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; 1,1'-carbonyldiimidazole; Rh on carbon; In ethanol; toluene;

DOI:10.1021/jm00081a009

upstream raw materials:

1-<(3,4-dichlorophenyl)acetyl>-6-(1-pyrrolidinylmethyl)-3-piperidinone

ethylene glycol

methyl 2-(hydroxymethyl)pyridine-4-carboxylate

methyl 2-(1-pyrrolidinylmethyl)-4-piperidinecarboxylate