| Identification | More | [Name]
ETHYL 5-(CHLOROMETHYL)-2-FURANCARBOXYLATE | [CAS]
2528-00-9 | [Synonyms]
5-CHLOROMETHYL-2-FURANCARBOXYLIC ACID ETHYL ESTER
BUTTPARK 96\50-29
ETHYL 5-(CHLOROMETHYL)-2-FURANCARBOXYLATE
ETHYL 5-(CHLOROMETHYL)-2-FUROATE
Ethyl 5-(chloromethyl)-2-furoate 95+%
Ethyl 5-(chloromethyl)-2-furoate, GC 95%
5-CHLOROMETHYL-2-FURANCARBOXYLIC ACID ETHYL ESTER 97+% | [Molecular Formula]
C8H9ClO3 | [MDL Number]
MFCD00173837 | [Molecular Weight]
188.61 | [MOL File]
2528-00-9.mol |
| Chemical Properties | Back Directory | [Appearance]
clear yellow liquid | [Boiling point ]
115 °C0.015 mm Hg(lit.) | [density ]
1.225 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.511(lit.)
| [Fp ]
>230 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [form ]
Liquid | [color ]
Clear yellow | [Specific Gravity]
1.225 | [InChI]
1S/C8H9ClO3/c1-2-11-8(10)7-4-3-6(5-9)12-7/h3-4H,2,5H2,1H3 | [InChIKey]
JBACYJRMCXLIQU-UHFFFAOYSA-N | [SMILES]
CCOC(=O)c1ccc(CCl)o1 | [CAS DataBase Reference]
2528-00-9(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R38:Irritating to the skin. | [Safety Statements ]
S37:Wear suitable gloves . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HS Code ]
29321900 | [Storage Class]
10 - Combustible liquids |
| Hazard Information | Back Directory | [Chemical Properties]
clear yellow liquid | [Uses]
Ethyl 5-(chloromethyl)-2-furancarboxylate may be employed for the synthesis of a series of novel sulfamide- and urea-based small-molecule antagonists of the protein-protein interaction IL-2/IL-2Rα. It may be employed as starting material for the synthesis of 5-hydroxymethylfuran-2-carboxylic acid. | [Synthesis]
Volatiles were removed by distillation under reduced pressure at room temperature and the crude product 5-(chloromethyl)-2-furancarbonyl chloride (4, 2.90 g) was dissolved in anhydrous ethanol (20 mL). The resulting clarified yellow solution was reacted at 50 °C with continuous stirring for 6 hours. Upon completion of the reaction, the solvent was removed by rotary evaporator and the resulting residue was purified by column chromatography using dichloromethane/hexane (1:1 to 3:1 gradient) as eluent to afford the target product, ethyl 5-(chloromethyl)furan-2-carboxylate (5), as a colorless oil (2.390 g, 82% yield). The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3) and 13C NMR (75 MHz, CDCl3): 1H NMR δ 7.06 (d, J = 3.5 Hz, 1H), 6.44 (d, J = 3.5 Hz, 1H), 4.55 (s, 2H), 4.31 (q, J = 7.1 Hz, 2H), 1.32 (t, J = 7.1 Hz, 3H); 13C NMR δ 158.35, 153.96, 145.02, 118.54, 111.37, 61.10, 36.68, 14.26. | [References]
[1] Green Chemistry, 2015, vol. 17, # 7, p. 3737 - 3739
[2] Patent: WO2016/191682, 2016, A1. Location in patent: Paragraph 0045 |
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