2-(Furan-2-yl)-2-oxoethyl acetate

Base Information

• Chemical Name: 2-(Furan-2-yl)-2-oxoethyl acetate
• CAS No.: 19859-79-1
• Molecular Formula: C8H8O4
• Molecular Weight: 168.14700
• DSSTox Substance ID: DTXSID80549705
• Wikidata: Q82428835
• Mol file: 19859-79-1.mol

Synonyms:2-(Furan-2-yl)-2-oxoethyl acetate;19859-79-1;[2-(furan-2-yl)-2-oxoethyl] acetate;2-(2-Furyl)-2-oxoethyl Acetate;2-furoylmethyl acetate;SCHEMBL132742;DTXSID80549705;MFCD15144099;SY269599

Chemical Property of 2-(Furan-2-yl)-2-oxoethyl acetate

Chemical Property:

• PSA: 56.51000
• LogP: 1.02540
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 188

Purity/Quality:

2-(Furan-2-yl)-2-oxoethylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCC(=O)C1=CC=CO1

Technology Process of 2-(Furan-2-yl)-2-oxoethyl acetate

There total 10 articles about 2-(Furan-2-yl)-2-oxoethyl acetate 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: 91.0%

1-(2-furyl)-2-bromoethanone (15109-94-1) + sodium acetate (127-09-3) → [2-(furan-2-yl)-2-oxoethyl] acetate (19859-79-1)

Guidance literature:

With tetrabutylammomium bromide; In water; acetone; at 0 - 20 ℃; for 3h;

DOI:10.1016/j.tet.2018.10.036

Reference yield: 80.0%

1-(2-furyl)-1-ethanone (1192-62-7,80145-44-4) + N,N-dimethyl acetamide (127-19-5,116057-81-9) → [2-(furan-2-yl)-2-oxoethyl] acetate (19859-79-1)

Guidance literature:

With iodine; copper(II) oxide; In water; at 110 ℃;

DOI:10.1039/c1cc15819h

Reference yield: 50.0%

1-(2-furyl)-1-(trimethylsilyloxy)ethylene (62889-08-1) → [2-(furan-2-yl)-2-oxoethyl] acetate (19859-79-1) + 1,4-di(2-furanyl)-1,4-butanedione (22111-14-4)

Guidance literature:

With lead(IV) acetate; In tetrahydrofuran; dichloromethane; at -78 - -25 ℃; for 2.5h; 1) -78 degC, 1.5h 2) R_.T_., 1h;

DOI:10.1016/S0040-4039(01)81011-X

upstream raw materials:

2-chloroacetylfuran

acetic acid

1-(2-furyl)-1-ethanone

methanol

Downstream raw materials:

2-(2-hydroxyacetyl)furan

C₁₄H₁₁N₃O₃

1-methyl-2-phenyl-5-(5'-bromo-2'-furyl)imidazole

C₁₅H₁₄N₂O₂

Refernces

• 1、 Aljahdali, Alhanouf Z.,Freedman, Seth A.,Li, Miaosheng,O'Doherty, George A.. "Asymmetric synthesis of 7-aza-phomopsolide E and its C-4 epimer". . p. 7121 - 7126. Retrieved 2018/11/10.
• 2、 Zhu, Yan-Ping,Gao, Qing-He,Lian, Mi,Yuan, Jing-Jing,Liu, Mei-Cai,Zhao, Qin,Yang, Yan,Wu, An-Xin. "A sustainable byproduct catalyzed domino strategy: Facile synthesis of α-formyloxy and acetoxy ketones via iodination/nucleophilic substitution/hydrolyzation/oxidation sequences". supporting information; experimental part. p. 12700 - 12702. Retrieved 2012/01/03.