Skip to Content

Efficient and simple approaches towards direct oxidative esterification of alcohols.

Efficient and simple approaches towards direct oxidative esterification of alcohols.

Chemistry (Weinheim an der Bergstrasse, Germany) (2014-10-07)

Ritwika Ray, Rahul Dev Jana, Mayukh Bhadra, Debabrata Maiti, Goutam Kumar Lahiri

ABSTRACT

The present article describes novel oxidative protocols for direct esterification of alcohols. The protocols involve successful demonstrations of both "cross" and "self" esterification of a wide variety of alcohols. The cross-esterification proceeds under a simple transition-metal-free condition, containing catalytic amounts of TEMPO (2,2,6,6-tetramethyl-1-piperidinyloxy)/TBAB (tetra-n-butylammonium bromide) in combination with oxone (potassium peroxo monosulfate) as the oxidant, whereas the self-esterification is achieved through simple induction of Fe(OAc)2 /dipic (dipic=2,6-pyridinedicarboxylic acid) as the active catalyst under an identical oxidizing environment.

MATERIALS

Product Number

Brand

Product Description

Sigma-Aldrich

3-Phenyl-1-propanol, ≥98%, FCC

Sigma-Aldrich

Isopropyl alcohol, ≥99.7%, FCC, FG

Sigma-Aldrich

Methanol, NMR reference standard

Supelco

Dehydrated Alcohol, Pharmaceutical Secondary Standard; Certified Reference Material

Sigma-Aldrich

Ethanol Fixative 80% v/v, suitable for fixing solution (blood films)

Sigma-Aldrich

1-Octanol, anhydrous, ≥99%

Sigma-Aldrich

Methanol, anhydrous, 99.8%

Supelco

Methanol, analytical standard

Supelco

Ethanol solution, certified reference material, 2000 μg/mL in methanol

Sigma-Aldrich

Methanol, suitable for HPLC, gradient grade, suitable as ACS-grade LC reagent, ≥99.9%

Sigma-Aldrich

Ethyl alcohol, Pure 190 proof, for molecular biology

Sigma-Aldrich

Methanol, suitable for HPLC, gradient grade, ≥99.9%

Sigma-Aldrich

Methanol, Laboratory Reagent, ≥99.6%

Sigma-Aldrich

Methanol, puriss. p.a., ACS reagent, reag. ISO, reag. Ph. Eur., ≥99.8% (GC)

Sigma-Aldrich

Methanol, HPLC Plus, ≥99.9%

Sigma-Aldrich

Methanol, puriss., meets analytical specification of Ph Eur, ≥99.7% (GC)

Sigma-Aldrich

Methanol, ACS reagent, ≥99.8%

Supelco

Methanol, Pharmaceutical Secondary Standard; Certified Reference Material

Sigma-Aldrich

3-Phenyl-1-propanol, 98%

Sigma-Aldrich

2-Ethyl-1-hexanol, puriss., ≥99.0% (GC)

Supelco

2-Ethyl-1-hexanol, analytical standard

Sigma-Aldrich

2-Ethyl-1-hexanol, ≥99%, FG

Sigma-Aldrich

2-Ethyl-1-hexanol, ≥99.6%

Sigma-Aldrich

2,6-Pyridinedicarboxylic acid, 99%

Supelco

2,6-Pyridinedicarboxylic acid, suitable for ion chromatography, ≥99.5% (T)

Sigma-Aldrich

1-Octanol, natural, ≥98%, FCC

Sigma-Aldrich

1-Octanol, ReagentPlus^®, 99%

Sigma-Aldrich

1-Octanol, ≥98%, FCC, FG

Supelco

1-Octanol, analytical standard

Sigma-Aldrich

Methanol, ACS spectrophotometric grade, ≥99.9%