Ethyl 3,4-ethylenedioxybenzoylformate

Base Information

• Chemical Name: Ethyl 3,4-ethylenedioxybenzoylformate
• CAS No.: 131030-47-2
• Molecular Formula: C₁₂H₁₂O₅
• Molecular Weight: 236.224
• DSSTox Substance ID: DTXSID60374517
• Wikidata: Q82163137
• Mol file: 131030-47-2.mol

Synonyms:131030-47-2;ethyl 3,4-ethylenedioxybenzoylformate;ethyl 2-(2,3-dihydro-1,4-benzodioxin-6-yl)-2-oxoacetate;Ethyl 2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxoacetate;Ethyl-3,4-ethylenedioxybenzoylformate;(2,3-dihydrobenzo[1,4]dioxin-6-yl)oxoacetic acid ethyl ester;ethyl 2,3-dihydro-1,4-benzodioxin-6-yl(oxo)acetate;SCHEMBL9378699;DTXSID60374517;AKOS005941546;FS-6168;EN300-14673;A920996;ethyl 3,4-ethylenedioxybenzoylformate, AldrichCPR;A1-03509;J-005924;Z104378284;Ethyl2-(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)-2-oxoacetate

Chemical Property of Ethyl 3,4-ethylenedioxybenzoylformate

Chemical Property:

• Vapor Pressure: 1.22E-05mmHg at 25°C
• Boiling Point: 160°C/0.1mm
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 236.06847348
• Heavy Atom Count: 17
• Complexity: 301

Purity/Quality:

97% ^*data from raw suppliers

Ethyl-3,4-ethylenedioxybenzoylformate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-41
• Safety Statements: 26-39

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC2=C(C=C1)OCCO2

Technology Process of Ethyl 3,4-ethylenedioxybenzoylformate

There total 2 articles about Ethyl 3,4-ethylenedioxybenzoylformate 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: 86.0%

→ 2,3-dihydrobenzo[1,4]dioxin-6-ylhydroxyacetic acid ethyl ester (131030-47-2)

Guidance literature:

Reference yield: 81.0%

benzo-1,4-dioxane (493-09-4) + Ethyl oxalyl chloride (4755-77-5) → 2,3-dihydrobenzo[1,4]dioxin-6-ylhydroxyacetic acid ethyl ester (131030-47-2)

Guidance literature:

With aluminium trichloride; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-2006-942404

Reference yield:

2,3-dihydrobenzo[1,4]dioxin-6-ylhydroxyacetic acid ethyl ester (131030-47-2) → 2-(2,3-Dihydrobenzo[b][1,4]dioxin-7-yl)propanoic acid (193885-36-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / KOH / aq. ethanol / 12 h / Ambient temperature

2: 75 percent / tetrahydrofuran; diethyl ether / 14 h / -50 deg C to rt

3: 75 percent / conc. HCl, SnCl₂*2H₂O / acetic acid / 24 h / 25 °C

With hydrogenchloride; potassium hydroxide; tin(ll) chloride; In tetrahydrofuran; diethyl ether; ethanol; acetic acid;

DOI:10.1016/S0223-5234(97)84016-0

upstream raw materials:

benzo-1,4-dioxane

Ethyl oxalyl chloride

Downstream raw materials:

2-(2,3-Dihydrobenzo[b][1,4]dioxin-7-yl)propanoic acid

Refernces

• 1、 -. "SUBSTITUTED AROMATIC CARBOXAMIDE AND UREA DERIVATIVES AS VANILLOID RECEPTOR LIGANDS". Page/Page column 116; 117. . Retrieved 2010/11/18.
• 2、 Ianni, Alen,Waldvogel, Siegfried R.. "Reliable and versatile synthesis of 2-aryl-substituted cinnamic acid esters". . p. 2103 - 2112. Retrieved 2008/02/02.