PS-Trisamine Electrophile Scavenger
Part No: TN513
Issued year: 2003
File size: 0.03mb
File type: pdf
PS-Trisamine is an amine functional resin for the removal of excess electrophilic reagents during the quenching and purification of reaction mixtures.1 PS-Trisamine resin has a scavenging capacity of 3.0–4.0 mmol/g based on reaction with an excess of benzoyl chloride. Scavenging of common electrophiles typically requires 3–6 equiv of PS-Trisamine and occurs within 0.5–3 h at room temperature. The scope of PS-Trisamine as a scavenger for electrophilic reagents was investigated using 4-chlorobenzoyl chloride, 2-phenylbutyryl chloride and 2,6-dimethoxybenzoyl chloride as a series of acid chlorides with decreasing
reactivity.Acid chlorides were completely scavenged in 0.5 h using 3.5 equiv PS-Trisamine (Table 1). The presence of a tertiary base, e.g. PS-DIEA or PS-NMM, reduces the amount of PS-Trisamine required in the reaction by removing the hydrogen chloride formed. In addition to acid chlorides, benzenesulfonyl chloride and 4-methoxyphenyl isocyanate were effectively scavenged in 0.5 h.
Product Notes