7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile

Base Information

• Chemical Name: 7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile
• CAS No.: 319450-97-0
• Molecular Formula: C₂₁H₁₈N₂O₅
• Molecular Weight: 378.384
• Mol file: 319450-97-0.mol

Synonyms:7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile

Chemical Property of 7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile

There total 2 articles about 7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile 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%

4-(methoxymethoxy)-1-nitro-2-(trimethylsilylmethyl)benzene (319451-08-6) + 7-formyl-2-naphthalene-carbonitrile (179756-49-1) → 7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile (319450-97-0)

Guidance literature:

4-(methoxymethoxy)-1-nitro-2-(trimethylsilylmethyl)benzene; 7-formyl-2-naphthalene-carbonitrile; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at -10 ℃; for 0.5h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1248/cpb.54.163

Reference yield:

4-(methoxymethoxy)-1-nitrobenzene (880-03-5) → 7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile (319450-97-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran; diethyl ether / 0.5 h / -30 °C

1.2: 74 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / tetrahydrofuran; diethyl ether / 2 h / -30 °C

2.1: TBAF*H₂O / tetrahydrofuran / 0.5 h / -10 °C

2.2: 58 percent / aq. TBAF / tetrahydrofuran / 1 h / 20 °C

With tetrabutyl ammonium fluoride; In tetrahydrofuran; diethyl ether;

DOI:10.1248/cpb.54.163

Reference yield: 76.0%

7-{1-hydroxy-2-[5-(methoxymethoxy)-2-nitrophenyl]ethyl}naphthalene-2-carbonitrile (319450-97-0) → 7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile (319450-98-1)

Guidance literature:

With hydrogen; palladium on activated charcoal; In tetrahydrofuran; ethanol; at 20 ℃; for 4h;

DOI:10.1248/cpb.54.163

upstream raw materials:

4-(methoxymethoxy)-1-nitro-2-(trimethylsilylmethyl)benzene

7-formyl-2-naphthalene-carbonitrile

4-(methoxymethoxy)-1-nitrobenzene

Downstream raw materials:

7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

(R)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

(S)-7-{2-[2-amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile

7-{2-[2-(ethanesulfonyl)amino-5-(methoxymethoxy)phenyl]-1-hydroxyethyl}naphthalene-2-carbonitrile