1-Nitro-5,6,7,8-tetrahydronaphthalen-2-ol

Base Information

• Chemical Name: 1-Nitro-5,6,7,8-tetrahydronaphthalen-2-ol
• CAS No.: 6240-80-8
• Molecular Formula: C₁₀H₁₁NO₃
• Molecular Weight: 193.202
• DSSTox Substance ID: DTXSID701272554
• Mol file: 6240-80-8.mol

Synonyms:1-nitro-5,6,7,8-tetrahydronaphthalen-2-ol;6240-80-8;Oprea1_767866;SCHEMBL6996430;UJZAWUHOEZMHNT-UHFFFAOYSA-N;DTXSID701272554;AKOS037517437;1-nitro-5,6,7,8-tetrahydro-2-naphthol;5,6,7,8-tetrahydro-1-nitro-2-naphthol;1-nitro-5, 6, 7, 8-tetrahydro-2-naphthol;5,6,7,8-Tetrahydro-1-nitro-2-naphthalenol;2-hydroxy-5,6,7,8-tetrahydro-1-nitronaphthalene;SR-01000509119;1-NITRO-5,6,7,8-TETRAHYDRO-2-NAPHTHALENOL;SR-01000509119-1

Chemical Property of 1-Nitro-5,6,7,8-tetrahydronaphthalen-2-ol

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 193.07389321
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2=C(C1)C=CC(=C2[N+](=O)[O-])O

Technology Process of 1-Nitro-5,6,7,8-tetrahydronaphthalen-2-ol

There total 1 articles about 1-Nitro-5,6,7,8-tetrahydronaphthalen-2-ol 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-amino-1-nitro-5,6,7,8-tetrahydronaphthalene (342043-42-9) → 1-nitro-5,6,7,8-tetrahydronaphthalen-2-ol (6240-80-8)

Guidance literature:

With water; copper(II) sulfate; Diazotization;

Reference yield: 65.1%

methyl 2,5-dibromovalerate (50995-48-7) + 1-nitro-5,6,7,8-tetrahydronaphthalen-2-ol (6240-80-8) + methyl 5-bromo-2-(2-nitrophenoxy)valerate (112249-80-6) → methyl 5-bromo-2(5,6,7,8-tetrahydro-1-nitro-2-naphthyloxy)valerate (112249-91-9) + methyl 5-[4-(4-fluorophenyl)-1-piperazinyl]-2-(5,6,7,8-tetrahydro-1-nitro-2-naphthyloxy)valerate (112249-92-0)

Guidance literature:

Reference yield:

1-nitro-5,6,7,8-tetrahydronaphthalen-2-ol (6240-80-8) → 3-{3-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-propyl}-7,8,9,10-tetrahydro-1H-naphtho[2,1-b][1,4]oxazin-2-one (112249-55-5)

Guidance literature:

Multi-step reaction with 3 steps

1: K₂CO₃ / dimethylformamide / Ambient temperature

2: NEt₃ / dimethylformamide / 80 °C

3: iron powder, AcOH / H₂O / 1.) room temp. 2.) 80 deg C

With iron; potassium carbonate; acetic acid; triethylamine; In water; N,N-dimethyl-formamide;

DOI:10.1248/cpb.39.2896

upstream raw materials:

2-amino-1-nitro-5,6,7,8-tetrahydronaphthalene

Downstream raw materials:

3-{3-[4-(4-Fluoro-phenyl)-piperazin-1-yl]-propyl}-7,8,9,10-tetrahydro-1H-naphtho[2,1-b][1,4]oxazin-2-one

methyl 5-[4-(4-fluorophenyl)-1-piperazinyl]-2-(5,6,7,8-tetrahydro-1-nitro-2-naphthyloxy)valerate

methyl 5-bromo-2(5,6,7,8-tetrahydro-1-nitro-2-naphthyloxy)valerate