Skip to Content
Merck
  • 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
2-Ethyl-1-hexanol, puriss., ≥99.0% (GC)
Supelco
1-Octanol, analytical standard
Supelco
2-Ethyl-1-hexanol, analytical standard
Sigma-Aldrich
1-Octanol, natural, ≥98%, FCC
Sigma-Aldrich
1-Octanol, ≥98%, FCC, FG
Sigma-Aldrich
1-Octanol, anhydrous, ≥99%
Supelco
2,6-Pyridinedicarboxylic acid, suitable for ion chromatography, ≥99.5% (T)
Sigma-Aldrich
3-Phenyl-1-propanol, ≥98%, FCC
Sigma-Aldrich
3-Phenyl-1-propanol, 98%
Supelco
Ethanol solution, certified reference material, 2000 μg/mL in methanol
Sigma-Aldrich
2,6-Pyridinedicarboxylic acid, 99%
Sigma-Aldrich
2-Ethyl-1-hexanol, ≥99%, FG
Sigma-Aldrich
2-Ethyl-1-hexanol, ≥99.6%
Supelco
2,6-Pyridinedicarboxylic acid concentrate, 0.02 M C7H5NO4 in water (0.04N), suitable for ion chromatography, eluent concentrate
Sigma-Aldrich
Ethyl alcohol, Pure 190 proof, for molecular biology
Sigma-Aldrich
1-Octanol, ACS reagent, ≥99%
Sigma-Aldrich
1-Octanol, ReagentPlus®, 99%
Sigma-Aldrich
1-Octanol, suitable for HPLC, ≥99%
Sigma-Aldrich
Isopropyl alcohol, ≥99.7%, FCC, FG
Sigma-Aldrich
Methanol, suitable for NMR (reference standard)
Sigma-Aldrich
Methanol, anhydrous, 99.8%
Supelco
Methanol, analytical standard
Sigma-Aldrich
Methanol, HPLC Plus, ≥99.9%, poly-coated bottles
Sigma-Aldrich
Methanol, anhydrous, ≥99.5%
Sigma-Aldrich
Methanol, ACS spectrophotometric grade, ≥99.9%
Sigma-Aldrich
Methanol, low water for titration
Sigma-Aldrich
Methanol, puriss., meets analytical specification of Ph Eur, ≥99.7% (GC)
Sigma-Aldrich
Methanol, ACS reagent, ≥99.8%
Sigma-Aldrich
Methanol, suitable for HPLC, ≥99.9%
Sigma-Aldrich
Methanol, Absolute - Acetone free