Methanol → Hexanoic acid, 2-methyl-, methyl ester

HRID 503022

Reaction equation

HRID 503022 reaction equation
[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH3:9])[C:3]([OH:5])=[O:4].S(=O)(=O)(O)O.[CH3:15]O>O>[CH3:1][CH:2]([CH2:6][CH2:7][CH2:8][CH3:9])[C:3]([O:5][CH3:15])=[O:4]

Participants

5

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 206532-Methylhexanoic Acid

Product 1

HCID 519892Hexanoic acid, 2-methyl-, methyl esterYield 93%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
50 °C

Procedure

A solution of 2-methylhexanoic acid (20 g, 153 mmol) in methanol (500 mL) was treated with concentrated sulfuric acid (8.0 mL) and heated to 50° C. for 16 h. The reaction was diluted with water and extracted with ether. The combined organic layers were dried and concentrated to afford 20.57 g (93%) of methyl 2-methylhexanoate as a colorless liquid.

Workup

  1. extractionextracted with ether
  2. customThe combined organic layers were dried
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-dd7c0667478e4394b22e5f59ab7fce31
Source dataset
uspto-grants-2010_08
Patent number
US07776896B2

Linked notes

Loading…