Issue 23, 2019
From the journal:

Green Chemistry

Synthesis of long-chain polyols from the Claisen condensation of γ-valerolactone†

Camila S. Santos, ORCID logo a   Caio C. S. P. Soares, ORCID logo b   Adriano S. Vieira ORCID logo c  and  Antonio C. B. Burtoloso ORCID logo *a  

* Corresponding authors

a Chemistry Institute at São Carlos, University of São Paulo, CEP 13560–970, São Paulo, SP, Brazil
E-mail: antonio@iqsc.usp.br

b Brazilian Biorenewables National Laboratory (LNBR), Brazilian Center for Research in Energy and Materials (CNPEM), Campinas, São Paulo, Brazil

c Eurofarma Laboratórios S/A, Rodovia Castelo Branco, 3.565 – Bairro do Itaqui, Itapevi, SP, Brazil

Abstract

A novel and direct method for the production of polyols with long chains is developed under simple and mild conditions starting from renewable gamma-valerolactone (GVL), a chemical platform easily obtained from biomass. The key step involves a Claisen condensation between two GVL molecules to provide a cyclic hemiketal in 85% yield. After alkylation and/or reduction, this ketal serves as a new platform to produce several high-value-added branched chain molecules with carbons ranging from C10 to C21.

Graphical abstract: Synthesis of long-chain polyols from the Claisen condensation of γ-valerolactone

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Article information

DOI
https://doi.org/10.1039/C9GC03343B
Article type
Paper
Submitted
24 Sep 2019
Accepted
22 Oct 2019
First published
22 Oct 2019

Green Chem., 2019,21, 6441-6450

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Synthesis of long-chain polyols from the Claisen condensation of γ-valerolactone

C. S. Santos, C. C. S. P. Soares, A. S. Vieira and A. C. B. Burtoloso, Green Chem., 2019, 21, 6441 DOI: 10.1039/C9GC03343B

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