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EnglishA process is described for preparing enriched enantiomers of the compound 3-(benzo[1,3]dioxol-5-yl)-2-methylpropanal of formula (I) comprising the following steps: i) reacting the racemic compound 3-(benzo[1,3]dioxol-5-yl)-2-methylpropanol (2) with phthalic anhydride to give the racemic acid (3); ii) resolving the racemic acid (3) with optically active 1-aryl-1-ethanamine (4) in which Ar is an aromatic or heteroaromatic group having from 6 to 12 members optionally substituted with one or more substituents chosen from the group consisting of (C 1 -C 3 ) alkyl, (C 1 -C 3 ) alkoxy and halogen; iii) recovering the (S)-(2) and (R)-(2) alcohols from the resolved acids (3) of step ii) by alkaline hydrolysis; iv) converting the (S)-2 and (R)-2 alcohols into the respective (S) and (R) enantiomers of compound (I).
| Titolo: | Process for preparing enriched enantiomers of 3-(Benzo[1,3]dioxol-5-yl)-2-methylpropanal |
| Inventore/i: | BORZATTA V.; ROSINI, GOFFREDO; RIGHI, PAOLO |
| Inventore/i Unibo: | |
| Anno di deposito: | 2010 |
| Numero Brevetto: | EP2258696 |
| Breve descrizione (Abstract): | A process is described for preparing enriched enantiomers of the compound 3-(benzo[1,3]dioxol-5-yl)-2-methylpropanal of formula (I) comprising the following steps: i) reacting the racemic compound 3-(benzo[1,3]dioxol-5-yl)-2-methylpropanol (2) with phthalic anhydride to give the racemic acid (3); ii) resolving the racemic acid (3) with optically active 1-aryl-1-ethanamine (4) in which Ar is an aromatic or heteroaromatic group having from 6 to 12 members optionally substituted with one or more substituents chosen from the group consisting of (C 1 -C 3 ) alkyl, (C 1 -C 3 ) alkoxy and halogen; iii) recovering the (S)-(2) and (R)-(2) alcohols from the resolved acids (3) of step ii) by alkaline hydrolysis; iv) converting the (S)-2 and (R)-2 alcohols into the respective (S) and (R) enantiomers of compound (I). |
| Data prodotto definitivo in UGOV: | 24-gen-2011 |
| Appare nelle tipologie: | 6.01 Brevetto |
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