Methanol → Methyl 2-ethylhexanoate

HRID 476749Notes

Reaction equation

HRID 476749 reaction equation
[CH2:1]([CH:3]([CH2:7][CH2:8][CH2:9][CH3:10])[C:4]([OH:6])=[O:5])[CH3:2].S(=O)(=O)(O)O.[CH3:16]O>>[CH3:16][O:5][C:4](=[O:6])[CH:3]([CH2:1][CH3:2])[CH2:7][CH2:8][CH2:9][CH3:10]

Participants

4

Reactant 3

HCID 887MethanolHCID 1118Sulfuric AcidHCID 86972-Ethylhexanoic Acid

Product 1

HCID 102491Methyl 2-ethylhexanoate

Conditions

Temperature
120 °C

Procedure

173.0 g of a feed mixture consisting of 598.4 g of 2-ethyl-hexanoic acid, 397.8 g of methanol, and 3.8 g of concentrated sulfuric acid is placed in a 1-liter flask equipped with a bottom valve, a stirrer, an internal thermometer, and a Claisen bridge including a receiver. The flask contents are stirred for 30 minutes at 120° C. and the distilled amounts are collected in the receiver. While a temperature of 120° C. is maintained, the feed mixture is added continuously to the flask in an amount sufficient to maintain a constant reactor volume of 300 to 320 ml, allowing for the distilled amounts and amounts drawn off through the bottom valve. After the system has been adjusted to equilibrium, the following balance is obtained with a test period of 6 hours:

Workup

  1. customis placed in a 1-liter flask
  2. customequipped with a bottom valve, a stirrer
  3. distillationthe distilled amounts are collected in the receiver
  4. temperatureWhile a temperature of 120° C. is maintained
  5. additionthe feed mixture is added continuously to the flask in an amount sufficient
  6. temperatureto maintain a constant reactor volume of 300 to 320 ml
  7. customthe following balance is obtained with a test period of 6 hours

Sources & evidence

ORD record
ord-19eacb3166b84b0ca9b3f08eb93d897c
Source dataset
uspto-grants-1989_12
Patent number
US04885383

Reaction notes

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