1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine

Base Information

• Chemical Name: 1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine
• CAS No.: 128053-77-0
• Molecular Formula: C₂₉H₃₄ClNO₅
• Molecular Weight: 512.046

Synonyms:1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine

Chemical Property of 1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine

Chemical Property:

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Technology Process of 1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine

There total 5 articles about 1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-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: 81.0%

1,3-dimethoxy-2-hydroxy-benzene (91-10-1) + 1-acetyl-4-(2-<6-(4-chlorobutoxy)>naphthyl)-3,4-dehydropiperidine (128053-76-9) → 1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine (128053-77-0)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃;

DOI:10.1016/0040-4020(94)00905-A

Reference yield:

1-acetyl-4-piperidinone (32161-06-1) → 1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine (128053-77-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) Mg, I₂ / 1) THF, 10 min, reflux then 20 deg C, 1 h, 2) THF, 20 deg C, 2 h

2: BBr₃ / CH₂Cl₂ / 2.5 h / Heating

3: 65 percent / NaH / dimethylformamide / 12 h / 20 °C

4: 81 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; iodine; boron tribromide; sodium hydride; magnesium; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(94)00905-A

Reference yield:

2-ethoxy-6-bromo-naphthalene (66217-19-4) → 1-acetyl-4-(-<6-(4-chlorobutoxy)>naphthyl)-4-(4-hydroxy-3,5-dimethoxyphenyl)-piperidine (128053-77-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) Mg, I₂ / 1) THF, 10 min, reflux then 20 deg C, 1 h, 2) THF, 20 deg C, 2 h

2: BBr₃ / CH₂Cl₂ / 2.5 h / Heating

3: 65 percent / NaH / dimethylformamide / 12 h / 20 °C

4: 81 percent / BF₃*Et₂O / CH₂Cl₂ / 20 °C

With boron trifluoride diethyl etherate; iodine; boron tribromide; sodium hydride; magnesium; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/0040-4020(94)00905-A

upstream raw materials:

1,3-dimethoxy-2-hydroxy-benzene

1-acetyl-4-(2-<6-(4-chlorobutoxy)>naphthyl)-3,4-dehydropiperidine

1-acetyl-4-piperidinone

2-ethoxy-6-bromo-naphthalene

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