1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester

Base Information

• Chemical Name: 1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester
• CAS No.: 175356-01-1
• Molecular Formula: C₁₅H₁₇IO₂
• Molecular Weight: 356.203
• Mol file: 175356-01-1.mol

Synonyms:

Chemical Property of 1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester

There total 1 articles about 1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester 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-iodo-4-methylphenol (16188-57-1) + 1,2-dimethylcyclopent-2-ene carboxylic acid (84884-01-5) → 1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester (175356-01-1)

Guidance literature:

With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; Yield given. Multistep reaction; 1.) THF, 2.) benzene;

DOI:10.1016/0040-4039(95)02411-5

Reference yield:

1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester (175356-01-1) → (1R,2R)-2-(2-Methoxy-5-methyl-phenyl)-1,2-dimethyl-cyclopentanecarbaldehyde

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) Pd(OAc)2, nBu₃N, (o-Tol)3P, 2.) H₂ / 2.) Pd-C / 1.) DMF, 120 deg C, 2.) EtOH

2: LiAlH₄ / tetrahydrofuran

3: K₂CO₃ / acetone

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂

With palladium diacetate; lithium aluminium tetrahydride; oxalyl dichloride; tributyl-amine; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine; tris-(o-tolyl)phosphine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetone;

DOI:10.1016/0040-4039(95)02411-5

Reference yield:

1,2-Dimethyl-cyclopent-2-enecarboxylic acid 2-iodo-4-methyl-phenyl ester (175356-01-1) → 1-Methoxymethoxy-4-methyl-2-(1,2,2-trimethyl-cyclopentyl)-benzene

Guidance literature:

Multi-step reaction with 7 steps

1: 1.) Pd(OAc)2, nBu₃N, (o-Tol)3P, 2.) H₂ / 2.) Pd-C / 1.) DMF, 120 deg C, 2.) EtOH

2: LiAlH₄ / tetrahydrofuran

3: K₂CO₃ / acetone

4: (COCl)2, DMSO, Et₃N / CH₂Cl₂

5: N₂H₄, NaOH / bis-(2-hydroxy-ethyl) ether

6: BBr₃ / CH₂Cl₂

7: i-Pr₂EtN / CH₂Cl₂

With palladium diacetate; sodium hydroxide; lithium aluminium tetrahydride; oxalyl dichloride; tributyl-amine; hydrogen; boron tribromide; potassium carbonate; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; tris-(o-tolyl)phosphine; hydrazine; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; acetone; diethylene glycol;

DOI:10.1016/0040-4039(95)02411-5

upstream raw materials:

2-iodo-4-methylphenol

1,2-dimethylcyclopent-2-ene carboxylic acid

Downstream raw materials:

1S-(2'-hydroxy-5'-methylphenyl)-1,2,2-trimethylcyclopentane

1,2-dihydroxy-5-methyl-3-(1',2',2'-trimethylcyclopentyl)benzene

1-methoxy-4-methyl-2-(1,2,2-trimethylcyclopentyl)-benzene

Refernces