Efficient and environment friendly process for chloromethylation of substituted benzenes
AssigneeAnthea Aromatics Private Limited
InventorsManoj Kumar Mohapatra, Ramamohanrao Bendapudi, Paul Vincent Menacherry, Vincent Paul
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Abstract
Disclosed herein is an efficient, environment friendly and commercially viable process for preparation of chloromethylated compound of formula I in substantially pure form and high yield, from the compound of formula II. The process includes contacting the compound of formula II with a chloromethylating agent generated in-situ by reaction of a formaldehyde precursor and hydrogen chloride, in a suitable solvent/contacting medium and in the presence of a catalytic amount of a short chain/low molecular weight carboxylic acid of formula III. I II III wherein, R1, R2, R3 and R4 are as defined in the description.
Claims14
A process for preparing a compound of formula I, comprising contacting a compound of formula II with a chloromethylating agent generated in-situ by reaction of a formaldehyde precursor and hydrogen chloride, in a solvent and in presence of a catalytic amount of a carboxylic acid of formula III,
- wherein R1, R2 and R3 are independent of each other,
- R1 represents H, R or —OR, wherein R is a substituted or unsubstituted C1-C4 alkyl group or substituted or unsubstituted C3-C6cycloalkyl group;
- R2 represents hydroxy group —OH or alkoxy group —OR, wherein R is a substituted or unsubstituted C1-C4 alkyl group or substituted or unsubstituted C3-C6cycloalkyl group;
- or R1 and R2 jointly form an alkylenedioxy group represented by —O—(CH2)n—O— wherein n is 1, 2 or 3;
- R3 is a substituent at any position of the aromatic ring other than position 1, 3 and 4 and represents H, R, —OR, wherein R is a substituted or unsubstituted C1-C4 alkyl group, substituted or unsubstituted C3-C6cycloalkyl group or SH;
- and
- R4 represents an alkyl group containing one to six carbon atoms;
- wherein the catalytic amount of the carboxylic acid of formula III is in a range of from 0.5% to 10% by weight of the compound of formula II.
Dependencies are inferred from the claim text.