Ethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate

Base Information

• Chemical Name: Ethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate
• CAS No.: 86358-30-7
• Molecular Formula: C11H10O5
• Molecular Weight: 222.197
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00374536
• Nikkaji Number: J1.865.290K
• Wikidata: Q82163154
• Mol file: 86358-30-7.mol

Synonyms:86358-30-7;ethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate;ethyl 2-(1,3-benzodioxol-5-yl)-2-oxoacetate;ETHYL 3,4-(METHYLENEDIOXY)BENZOYLFORMATE;Benzo(1,3)dioxol-5-yl-oxo-acetic acid ethyl ester;benzo[1,3]dioxol-5-yl-oxo-acetic acid ethyl ester;SCHEMBL2123893;DTXSID00374536;ZYJHZYNSHIMYJQ-UHFFFAOYSA-N;MFCD06201704;AKOS016017009;ethyl 3,4-methylenedioxybenzoylformate;FT-0730867;Ethyl (2H-1,3-benzodioxol-5-yl)(oxo)acetate;ethyl2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate;Benzo(1.3)dioxol-5-yl-oxo-acetic acid ethyl ester;alpha-Oxo-1,3-benzodioxole-5-acetic acid ethyl ester;ethyl 3,4-(methylenedioxy)benzoylformate, AldrichCPR

Chemical Property of Ethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate

Chemical Property:

• Vapor Pressure: 4.23E-05mmHg at 25°C
• Boiling Point: 351°C at 760 mmHg
• Flash Point: 157°C
• PSA: 61.83000
• Density: 1.317g/cm³
• LogP: 1.16110
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 222.05282342
• Heavy Atom Count: 16
• Complexity: 288

Purity/Quality:

95+% ^*data from raw suppliers

Ethyl3,4-(methylenedioxy)benzoylformate 97% ^*data from reagent suppliers

Safty Information:

• Statements: 36
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=O)C1=CC2=C(C=C1)OCO2

Technology Process of Ethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate

There total 12 articles about Ethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-oxoacetate 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: 99.0%

Methylenedioxybenzene (274-09-9) + Ethyl oxalyl chloride (4755-77-5) → benzo[1,3]dioxol-5-ylglyoxylic acid ethyl ester (86358-30-7)

Guidance literature:

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

DOI:10.1055/s-2006-942404

Reference yield: 85.0%

C11H11NO4 → benzo[1,3]dioxol-5-ylglyoxylic acid ethyl ester (86358-30-7)

Guidance literature:

With hydrogenchloride; water; at 20 ℃; for 0.5h;

DOI:10.1021/acs.joc.6b02176

Reference yield: 81.0%

1-(benzo[d][1,3]dioxol-6-yl)ethanone (3162-29-6) + potassium ethyl xanthogenate (140-89-6) → benzo[1,3]dioxol-5-ylglyoxylic acid ethyl ester (86358-30-7)

Guidance literature:

With iodine; dimethyl sulfoxide; In water; at 80 ℃; for 12h; Schlenk technique;

DOI:10.1021/acs.joc.9b03272

upstream raw materials:

Methylenedioxybenzene

Ethyl oxalyl chloride

piperonal

1,2-(methylenedioxy)-4-bromobenzene

Downstream raw materials:

N-(3-(N,N-dimethylaminocarbonylphenyl))-2-(3,4-methylenedioxyphenyl)-2-oxoacetamide

C₂₂H₂₃NO₇S

C₁₈H₁₇NO₆S

C₂₀H₂₂O₆

Refernces

• 1、 Heinz, Benjamin,Djukanovic, Dimitrije,Ganiek, Maximilian A.,Martin, Benjamin,Schenkel, Berthold,Knochel, Paul. "Selective Acylation of Aryl- A nd Heteroarylmagnesium Reagents with Esters in Continuous Flow". supporting information. p. 493 - 496. Retrieved 2020/01/31.
• 2、 Li, Bowen,Aliyu, Muinat A.,Gao, Zhenhua,Li, Tiejun,Dong, Wei,Li, Junchen,Shi, Enxue,Tang, Wenjun. "General Synthesis of Chiral α,α-Diaryl Carboxamides by Enantioselective Palladium-Catalyzed Cross-Coupling". supporting information. p. 4974 - 4978. Retrieved 2020/07/03.