ETHYL 3-(3-FLUOROPHENYL)-3-OXOPROPANOATE

ETHYL 3-(3-FLUOROPHENYL)-3-OXOPROPANOATE - Names and Identifiers

Name	Ethyl (3-fluorobenzoyl)acetate
Synonyms	Ethyl m-fluorobenzoyl acetate ETHYL (3-FLUOROBENZOYL)ACETATE Ethyl 2-3-fluorobenzoylacetate Ethyl (3-fluorobenzoyl)acetate 1,3-dihydro-2-benzofuran-5-amine Ethyl 3-fluoro-β-oxobenzenepropanoate Ethyl 3-(3-fluorophenyl)-3-oxopropanoate ETHYL 3-(3-FLUOROPHENYL)-3-OXOPROPANOATE (m-Fluorobenzoyl)acetic acid ethyl ester 3-(3-Fluorophenyl)-3-oxopropionic acid ethyl ester 3-(3-Fluorophenyl)-3-oxopropanoic acid ethyl ester 3-(3-FLUORO-PHENYL)-3-OXO-PROPIONIC ACID ETHYL ESTER 3-(3-Fluoro-Phenyl)-3-Oxo-Propionic Acid Ethyl Ester
CAS	33166-77-7
InChI	InChI=1/C8H9NO/c9-8-2-1-6-4-10-5-7(6)3-8/h1-3H,4-5,9H2

ETHYL 3-(3-FLUOROPHENYL)-3-OXOPROPANOATE - Physico-chemical Properties

Molecular Formula	C11H11FO3
Molar Mass	210.2
Density	1.166g/mLat 25°C(lit.)
Boling Point	262-263°C(lit.)
Flash Point	>230°F
Vapor Presure	0.001mmHg at 25°C
Appearance	Liquid
Color	Colorless to orange
pKa	10.10±0.46(Predicted)
Storage Condition	Sealed in dry,Room Temperature
Refractive Index	n20/D 1.5172(lit.)
MDL	MFCD03424809
Use	Used to prepare bioactive molecules

ETHYL 3-(3-FLUOROPHENYL)-3-OXOPROPANOATE - Risk and Safety

WGK Germany	3
TSCA	Yes

ETHYL 3-(3-FLUOROPHENYL)-3-OXOPROPANOATE - Reference Information

introduction

ethyl 3-(3-fluorophenyl)-3-carbonyl propionate is also called ethyl 3-fluoro-β-oxo-phenylpropionate (keto ester), which can be prepared by the reaction of 3-fluorobenzoic acid and ethyl malonate potassium.

Preparation

A-CDI(2.6g) was added in batches to a stirred thick slurry of 3-fluorobenzoic acid (1.2g) in CH3CN(6mL). Stir the resulting turbid solution for 4 hours (raise the batch temperature to 22°C). Flask B- Fill 100mL round bottom flask with ethyl malonate potassium (3.17g) and CH3CN(30
mL). MgCl2(1.47g) was then added in batches for 15 minutes. The mixture was stirred at 35°C for 30 minutes, and then cooled to 25°C. Slowly add triethylamine (TEA)(6mL) and stir the slurry for 30 minutes. Then the solution in flask A was transferred to the slurry in flask B after 5 minutes. Stir the reaction mixture
for 1.5 hours, cool to 7°C, and then quench with 3N HCl(32mL) (internal temperature maintained <
20°C). Concentrate the resulting two-phase solution and extract the resulting concentrate with MTBE. Collect organic phase
and wash with water, 5% NaHCO3 and finally 20% NaCl. Then the organic layer was concentrated under reduced pressure to obtain ethyl 3-(3-fluorophenyl)-3-carbonylpropionate, an orange oil (2.921g) with a yield of 97%.

Last Update：2024-04-09 20:02:46