ethyl (Z)-5-(6-methoxynaphthalen-1-yl)-4-nitropent-4-enoate

Base Information

• Chemical Name: ethyl (Z)-5-(6-methoxynaphthalen-1-yl)-4-nitropent-4-enoate
• CAS No.: 82590-38-3
• Molecular Formula: C₁₈H₁₉NO₅
• Molecular Weight: 329.353
• NSC Number: 297335
• DSSTox Substance ID: DTXSID00418580
• Wikidata: Q82229162
• Mol file: 82590-38-3.mol

Synonyms:NSC297335;82590-38-3;DTXSID00418580;NSC-297335

Chemical Property of ethyl (Z)-5-(6-methoxynaphthalen-1-yl)-4-nitropent-4-enoate

Chemical Property:

• Vapor Pressure: 4.1E-10mmHg at 25°C
• Boiling Point: 499.6°Cat760mmHg
• Flash Point: 204.1°C
• Density: 1.217g/cm³
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 329.12632271
• Heavy Atom Count: 24
• Complexity: 471

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CCC(=CC1=CC=CC2=C1C=CC(=C2)OC)[N+](=O)[O-]
• Isomeric SMILES: CCOC(=O)CC/C(=C/C1=CC=CC2=C1C=CC(=C2)OC)/[N+](=O)[O-]

Technology Process of ethyl (Z)-5-(6-methoxynaphthalen-1-yl)-4-nitropent-4-enoate

There total 3 articles about ethyl (Z)-5-(6-methoxynaphthalen-1-yl)-4-nitropent-4-enoate 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: 88.6%

ethyl 4-nitrobutanoate (2832-16-8) + 6-methoxy-1-naphthalaldehyde (3597-42-0) → (Z)-5-(6-Methoxy-naphthalen-1-yl)-4-nitro-pent-4-enoic acid ethyl ester (82590-38-3)

Guidance literature:

With piperdinium acetate; In toluene; Heating;

Reference yield:

1-Hydroxymethyl-6-methoxynaphthalene (61109-49-7) → (Z)-5-(6-Methoxy-naphthalen-1-yl)-4-nitro-pent-4-enoic acid ethyl ester (82590-38-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 85.1 percent / MnO₂ / benzene / 6 h / Heating

2: 88.6 percent / piperidine acetate / toluene / Heating

With manganese(IV) oxide; piperdinium acetate; In toluene; benzene;

Reference yield:

Ethyl 6-methoxy-1-naphthoate (82589-61-5) → (Z)-5-(6-Methoxy-naphthalen-1-yl)-4-nitro-pent-4-enoic acid ethyl ester (82590-38-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 84.4 percent / LiAlH₄ / tetrahydrofuran / 4 h / Heating

2: 85.1 percent / MnO₂ / benzene / 6 h / Heating

3: 88.6 percent / piperidine acetate / toluene / Heating

With manganese(IV) oxide; lithium aluminium tetrahydride; piperdinium acetate; In tetrahydrofuran; toluene; benzene;

upstream raw materials:

ethyl 4-nitrobutanoate

6-methoxy-1-naphthalaldehyde

1-Hydroxymethyl-6-methoxynaphthalene

Ethyl 6-methoxy-1-naphthoate

Downstream raw materials:

3-Methoxy-7,9,10,11,11a,12-hexahydrobenzopyrrolo<1,2-b>isoquinoline