N,N-Diethyl-2-formyl-3-methoxy-6-(methoxymethoxy)benzamide

Base Information

• Chemical Name: N,N-Diethyl-2-formyl-3-methoxy-6-(methoxymethoxy)benzamide
• CAS No.: 108859-73-0
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.335
• DSSTox Substance ID: DTXSID50551057
• Wikidata: Q82430569
• Mol file: 108859-73-0.mol

Synonyms:108859-73-0;N,N-Diethyl-2-formyl-3-methoxy-6-(methoxymethoxy)benzamide;DTXSID50551057

Chemical Property of N,N-Diethyl-2-formyl-3-methoxy-6-(methoxymethoxy)benzamide

Chemical Property:

• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 295.14197277
• Heavy Atom Count: 21
• Complexity: 332

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN(CC)C(=O)C1=C(C=CC(=C1C=O)OC)OCOC

Technology Process of N,N-Diethyl-2-formyl-3-methoxy-6-(methoxymethoxy)benzamide

There total 3 articles about N,N-Diethyl-2-formyl-3-methoxy-6-(methoxymethoxy)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: 58.0%

N,N-Diethyl-5-methoxy-2-methoxymethoxy-benzamide (108893-52-3) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → N,N-diethyl-2-formyl-3-methoxy-6-<(methoxy)methoxy>benzamide (108859-73-0)

Guidance literature:

With tert.-butyl lithium; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1248/cpb.34.3175

Reference yield:

2-hydroxy-5-methoxy-benzoyl chloride (15198-09-1) → N,N-diethyl-2-formyl-3-methoxy-6-<(methoxy)methoxy>benzamide (108859-73-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 15.3 g / benzene / 2 h / Ambient temperature

2: 84 percent / NaH / dimethylformamide

3: 58 percent / tert-BuLi in pentane / tetrahydrofuran / 2 h / Ambient temperature

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; benzene;

DOI:10.1248/cpb.34.3175

Reference yield:

N,N-diethyl-2-hydroxy-5-methoxybenzamide (85630-32-6) → N,N-diethyl-2-formyl-3-methoxy-6-<(methoxy)methoxy>benzamide (108859-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NaH / dimethylformamide

2: 58 percent / tert-BuLi in pentane / tetrahydrofuran / 2 h / Ambient temperature

With tert.-butyl lithium; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1248/cpb.34.3175

upstream raw materials:

N,N-Diethyl-5-methoxy-2-methoxymethoxy-benzamide

N,N-dimethyl-formamide

2-hydroxy-5-methoxy-benzoyl chloride

N,N-diethyl-2-hydroxy-5-methoxybenzamide

Downstream raw materials:

2-(Cyano-trimethylsilanyloxy-methyl)-N,N-diethyl-3-methoxy-6-methoxymethoxy-benzamide