Merck
CN
  • Original TDAE strategy using propargylic chloride: rapid access to 1,4-diarylbut-3-ynol derivatives.

Original TDAE strategy using propargylic chloride: rapid access to 1,4-diarylbut-3-ynol derivatives.

Molecules (Basel, Switzerland) (2013-01-29)
Manon Roche, Thierry Terme, Patrice Vanelle
ABSTRACT

We report herein the first synthesis of propargylic alcohols using an organic reducing agent. Diarylbutynol derivatives are formed in moderate to good yields under mild conditions from the reaction of 1-(3-chloroprop-1-ynyl)-4-nitrobenzene with various aromatic aldehydes using tetrakis(dimethylamino)ethylene (TDAE) as reductant.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Benzaldehyde, natural, FCC, FG
Sigma-Aldrich
Benzaldehyde, ReagentPlus®, ≥99%
Sigma-Aldrich
Benzaldehyde, puriss. p.a., ≥99.0% (GC)
Sigma-Aldrich
Benzaldehyde, purified by redistillation, ≥99.5%
Supelco
Benzaldehyde, Pharmaceutical Secondary Standard; Certified Reference Material
Benzaldehyde, European Pharmacopoeia (EP) Reference Standard
Sigma-Aldrich
Benzaldehyde, ≥98%, FG, FCC
Supelco
Benzaldehyde, analytical standard