Scale Up Synthesis And Characterization
David Kennedy
CHE 235 Lab
10/30/14
Scale-up Synthesis and Characterization of
Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate, TSE
Project #131
Introduction:
This report describes the steps taken to create the scale-up of targeted trisubstituted ethylene, Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate compound (#131), and also the characterization methods deployed to the results. This report serves as a critical step in the overall objective of the project; the synthesis of the copolymer. The overall reaction is a base catalyzed Knoevengael condensation of the butyl cyanoacetate and corresponding aldehyde (gkharas/235_14F/235_14F_Lab_2.pdf).
Objective:
The objective of the work that was completed included; the scale-up double amounts of Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate synthesis, isolation, and purification of product of Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate.
Experimental Materials:
The chemicals used in this lab were supplied by Sigma-Aldrich.
-Butyl cyanoacetate (project #131)
-Aldehyde #131, 3,5-Dichlorobenzaldehyde
-Piperidine
-Methanol
-Dichloromethane
Characterization Procedures:
The IR sample of the scaled up TSE product was prepared with 10 m.g. of product, then diluted in 1 m.L. of methylene chloride. Then, two drops of the solution was pipetted onto the center of an IR salt plate (KBr) and let dry under a fume hood. The plate was then scanned by ABB FTLA 2000 FT-IR spectrometer.
Results and Discussion:
Synthesis: Reaction scheme of chemicals used.
Table 1. Reagents used in procedure.
Reagents Used
Amount Used
Butyl cyanoacetate (project #131)
2.12 g
Aldehyde, 3,5-Dichlorobenzaldehyde
2.66 g
Piperidine
2 pipette drops
Isopropanol (2-propanol)
~1.0 mL (filtration)
Highlights & Observations:
The 3,5-Dichlorobenzaldehyde (2.12g) and Butyl cyanoacetate (2.66g) reagents were mixed into a tared vial with cap. A couple drops of piperidine were then added to the vial. The vial was then heated on a
CHE 235 Lab
10/30/14
Scale-up Synthesis and Characterization of
Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate, TSE
Project #131
Introduction:
This report describes the steps taken to create the scale-up of targeted trisubstituted ethylene, Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate compound (#131), and also the characterization methods deployed to the results. This report serves as a critical step in the overall objective of the project; the synthesis of the copolymer. The overall reaction is a base catalyzed Knoevengael condensation of the butyl cyanoacetate and corresponding aldehyde (gkharas/235_14F/235_14F_Lab_2.pdf).
Objective:
The objective of the work that was completed included; the scale-up double amounts of Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate synthesis, isolation, and purification of product of Butyl 2-Cyano-3-(3,5-dichloro-phenyl)-2-propenoate.
Experimental Materials:
The chemicals used in this lab were supplied by Sigma-Aldrich.
-Butyl cyanoacetate (project #131)
-Aldehyde #131, 3,5-Dichlorobenzaldehyde
-Piperidine
-Methanol
-Dichloromethane
Characterization Procedures:
The IR sample of the scaled up TSE product was prepared with 10 m.g. of product, then diluted in 1 m.L. of methylene chloride. Then, two drops of the solution was pipetted onto the center of an IR salt plate (KBr) and let dry under a fume hood. The plate was then scanned by ABB FTLA 2000 FT-IR spectrometer.
Results and Discussion:
Synthesis: Reaction scheme of chemicals used.
Table 1. Reagents used in procedure.
Reagents Used
Amount Used
Butyl cyanoacetate (project #131)
2.12 g
Aldehyde, 3,5-Dichlorobenzaldehyde
2.66 g
Piperidine
2 pipette drops
Isopropanol (2-propanol)
~1.0 mL (filtration)
Highlights & Observations:
The 3,5-Dichlorobenzaldehyde (2.12g) and Butyl cyanoacetate (2.66g) reagents were mixed into a tared vial with cap. A couple drops of piperidine were then added to the vial. The vial was then heated on a