2-(2-(5-Methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl)-2-methyl-1,3-cyclopentanedione

Base Information

• Chemical Name: 2-(2-(5-Methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl)-2-methyl-1,3-cyclopentanedione
• CAS No.: 14789-51-6
• Molecular Formula: C₁₈H₂₀O₃
• Molecular Weight: 284.355

Synonyms:NSC 100309;2-(2-(5-Methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl)-2-methyl-1,3-cyclopentanedione;14789-51-6;NSC100309;2-[(2Z)-2-(5-methoxyindan-1-ylidene)ethyl]-2-methyl-cyclopentane-1,3-dione

Chemical Property of 2-(2-(5-Methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl)-2-methyl-1,3-cyclopentanedione

Chemical Property:

• Vapor Pressure: 1.96E-08mmHg at 25°C
• Boiling Point: 454.1°Cat760mmHg
• Flash Point: 201.3°C
• Density: 1.205g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 284.14124450
• Heavy Atom Count: 21
• Complexity: 461

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=O)CCC1=O)CC=C2CCC3=C2C=CC(=C3)OC
• Isomeric SMILES: CC1(C(=O)CCC1=O)C/C=C\2/CCC3=C2C=CC(=C3)OC

Technology Process of 2-(2-(5-Methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl)-2-methyl-1,3-cyclopentanedione

There total 3 articles about 2-(2-(5-Methoxy-2,3-dihydro-1H-inden-1-ylidene)ethyl)-2-methyl-1,3-cyclopentanedione 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: 70.0%

2-Methylcyclopentane-1,3-dione (765-69-5) + 5-methoxy-1-vinyl-2,3-dihydro-1H-inden-1-ol (33049-92-2) → 2-[2-(2,3-dihydro-5-methoxy-1H-inden-1-ylidene)ethyl]-2-methyl-1,3-cyclopentanedione (14789-51-6)

Guidance literature:

With N-benzyl-trimethylammonium hydroxide; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; tert-butyl alcohol; for 5h; Reflux;

DOI:10.1002/anie.201404909

Reference yield:

5-methoxy-1-indanone (5111-70-6) → 2-[2-(2,3-dihydro-5-methoxy-1H-inden-1-ylidene)ethyl]-2-methyl-1,3-cyclopentanedione (14789-51-6)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether

2: KOH / methanol / Heating

With potassium hydroxide; In tetrahydrofuran; methanol; diethyl ether;

DOI:10.1002/jlac.19687120120

Reference yield:

→ 3-Methoxy-8,14-seco-B-norestra-1,3,5(10),9(11)-tetraen-14,17-dion (14789-51-6)

Guidance literature:

5-Methoxy-1-vinylindan-1-ol, 2-Methylcyclopentan-1,3-dion;

upstream raw materials:

2-Methylcyclopentane-1,3-dione

5-methoxy-1-vinyl-2,3-dihydro-1H-inden-1-ol

5-methoxy-1-indanone

Downstream raw materials:

rac.-3-Methoxy-B-nor-oestra-pentaen-(1.3.5,10.8.14)-on-(17)

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