4-(Benzyloxy)-5-methoxy-2-nitrobenzoyl chloride

Base Information

• Chemical Name: 4-(Benzyloxy)-5-methoxy-2-nitrobenzoyl chloride
• CAS No.: 64154-78-5
• Molecular Formula: C15H12ClNO5
• Molecular Weight: 321.717
• DSSTox Substance ID: DTXSID20500719
• Nikkaji Number: J377.187C
• Mol file: 64154-78-5.mol

Synonyms:4-(benzyloxy)-5-methoxy-2-nitrobenzoyl chloride;64154-78-5;SCHEMBL3420694;DTXSID20500719;VIRHXGVHZZUHMD-UHFFFAOYSA-N;FT-0707219

Chemical Property of 4-(Benzyloxy)-5-methoxy-2-nitrobenzoyl chloride

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 321.0404002
• Heavy Atom Count: 22
• Complexity: 394

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C(=C1)C(=O)Cl)[N+](=O)[O-])OCC2=CC=CC=C2

Technology Process of 4-(Benzyloxy)-5-methoxy-2-nitrobenzoyl chloride

There total 14 articles about 4-(Benzyloxy)-5-methoxy-2-nitrobenzoyl chloride 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: 100.0%

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid (60547-92-4) → 4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride (64154-78-5)

Guidance literature:

DOI:10.1016/S0040-4039(00)84202-1

Reference yield:

oxalyl dichloride (79-37-8) + 4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid (60547-92-4) → 4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride (64154-78-5)

Guidance literature:

With N,N-dimethyl-formamide; In tetrahydrofuran; at 22 ℃; Inert atmosphere;

Reference yield:

3-methoxy-4-hydroxybenzoic acid (121-34-6) → 4-benzyloxy-5-methoxy-2-nitrobenzoyl chloride (64154-78-5)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH

2: HNO₃; H₂SO₄ / CH₂Cl₂ / -25 °C

3: SOCl₂ / benzene

With sodium hydroxide; thionyl chloride; sulfuric acid; nitric acid; In dichloromethane; benzene;

DOI:10.1016/S0960-894X(02)00326-8

upstream raw materials:

4-(benzyloxy)-5-methoxy-2-nitrobenzoic acid

3-methoxy-4-hydroxybenzoic acid

4-(benzyloxy)-3-methoxybenzoic acid

benzyl chloride

Downstream raw materials:

(2S)-N-[4-benzyloxy-5-methoxy-2-nitrobenzoyl]pyrrolidine-2-carboxaldehyde diethyl dithioacetal

3-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-oxazolidine-2-carboxylic acid methyl ester

(S)-1-(4-Benzyloxy-5-methoxy-2-nitro-benzoyl)-5-(1-ethoxy-ethoxymethyl)-pyrrolidin-2-one

(2S)-N-(4-benzyloxy-5-methoxy-2-nitrobenzoyl)pyrrolidine-2-carboxylic acid