Diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate

Base Information

• Chemical Name: Diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate
• CAS No.: 143633-91-4
• Molecular Formula: C19H22 O4
• Molecular Weight: 314.381
• DSSTox Substance ID: DTXSID40435458
• Nikkaji Number: J757.584J
• Wikidata: Q82250413
• Mol file: 143633-91-4.mol

Synonyms:143633-91-4;Diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate;DIETHYL ALLYL(3-PHENYL-2-PROPYNYL)MALONATE;diethyl 2-(3-phenylprop-2-ynyl)-2-prop-2-enylpropanedioate;Diethyl allyl(3-phenyl-2-propynyl)malonate, 96per cent;SCHEMBL17816558;DTXSID40435458;MFCD09953493;AS-68627;3-Phenylpropargylallylmalonic acid diethyl ester;Diethyl2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate;Diethyl (3-phenylprop-2-yn-1-yl)(prop-2-en-1-yl)propanedioate;1,3-DIETHYL 2-(3-PHENYLPROP-2-YN-1-YL)-2-(PROP-2-EN-1-YL)PROPANEDIOATE

Chemical Property of Diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate

Chemical Property:

• Refractive Index: 1.5140
• PSA: 52.60000
• LogP: 3.11690
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 10
• Exact Mass: 314.15180918
• Heavy Atom Count: 23
• Complexity: 456

Purity/Quality:

99% ^*data from raw suppliers

DIETHYL-ALLYL-(3-PHENYL-2-PROPYNYL)MALONATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(CC=C)(CC#CC1=CC=CC=C1)C(=O)OCC

Technology Process of Diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate

There total 7 articles about Diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate 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: 95.0%

Allyl acetate (591-87-7) + 2-(3-phenylprop-2-ynyl)malonic acid diethyl ester (93006-71-4) → diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate (143633-91-4)

Guidance literature:

With N,O-bis-(trimethylsilyl)-acetamide; 1,4-di(diphenylphosphino)-butane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In toluene; at 110 ℃; for 1h;

DOI:10.1021/ja001750b

Reference yield: 94.0%

(2-propenyl)propanedioic acid diethyl ester (2049-80-1) + 1-bromo-3-phenylprop-2-yne (1794-48-5) → diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate (143633-91-4)

Guidance literature:

(2-propenyl)propanedioic acid diethyl ester; With sodium hydride; In tetrahydrofuran; at 20 ℃;

1-bromo-3-phenylprop-2-yne; In tetrahydrofuran; at 20 ℃; for 12h; Further stages.;

DOI:10.1021/ja0126881

Reference yield: 87.0%

iodobenzene (591-50-4) + 4,4-bis(ethoxycarbonyl)-1-hepten-6-yne (101268-55-7) → diethyl 2-allyl-2-(3-phenylprop-2-yn-1-yl)malonate (143633-91-4)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 50 ℃; for 3h; Inert atmosphere;

DOI:10.1021/acs.orglett.9b00326

upstream raw materials:

Allyl acetate

2-(3-phenylprop-2-ynyl)malonic acid diethyl ester

(2-propenyl)propanedioic acid diethyl ester

3-phenyl-2-propyn-1-yl methanesulfonate

Downstream raw materials:

5-oxo-6-phenyl-3,3a,4,5-tetrahydro-1H-pentalene-2,2-dicarboxylic acid diethyl ester

5-[(E)-2,6-Dimethyl-phenylimino]-6-phenyl-3,3a,4,5-tetrahydro-1H-pentalene-2,2-dicarboxylic acid diethyl ester

3-benzylidene-4-methylene-cyclopentane-1,1-dicarboxylic acid diethyl ester

2-(2-oxoethyl)-2-(3-phenylprop-2-ynyl)malonic acid diethyl ester