2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide

Base Information

• Chemical Name: 2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide
• CAS No.: 82780-49-2
• Molecular Formula: C₁₉H₂₃NO₄
• Molecular Weight: 329.396
• Mol file: 82780-49-2.mol

Synonyms:2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide

Chemical Property of 2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide

There total 2 articles about 2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide 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-methoxy-N,N-dimethylbenzamide (7291-34-1) → 2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide (82780-49-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) sec-BuLi , TMEDA / THF , cyclohexane, 1.) -90 deg C , 15 min , 2.) room temperature

2: 1.) LDA / THF, 1.) -78 deg C, 1 h ; 2.) a. -78 deg C , 4 h , b. room temperature , 4 h

With N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium; lithium diisopropyl amide;

DOI:10.1021/jo00179a002

Reference yield:

N,N-Dimethyl-2-methoxy-6-methylbenzamide (82780-48-1) + 4-methoxy-benzaldehyde (123-11-5) → 2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide (82780-49-2)

Guidance literature:

With n-butyllithium; Multistep reaction;

DOI:10.1016/S0040-4039(00)87180-4

Reference yield:

2-[2-Hydroxy-2-(4-methoxy-phenyl)-ethyl]-6-methoxy-N,N-dimethyl-benzamide (82780-49-2) → hydrangenol (480-47-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 50percent NaOH / H₂O; ethanol / 8 h / Heating

2: 94 percent / BBr₃ / CH₂Cl₂ / 1.) -78 deg C , 1 h , 2.) -78 deg C to RT , 12 h

With sodium hydroxide; boron tribromide; In ethanol; dichloromethane; water;

DOI:10.1021/jo00179a002

upstream raw materials:

N,N-Dimethyl-2-methoxy-6-methylbenzamide

4-methoxy-benzaldehyde

2-methoxy-N,N-dimethylbenzamide

Downstream raw materials:

(+/-)-3-(4-methoxyphenyl)-8-methoxy-3,4-dihydroisocoumarin

hydrangenol

(+/-)-3-(4-methoxyphenyl)-8-hydroxy-3,4-dihydroisocoumarin