Ethylene Glycol → 2-Hydroxyethyl nonanoate

HRID 1974818Notes

Reaction equation

HRID 1974818 reaction equation
[C:1]([OH:12])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]C.[C:13](O)(=[O:25])[CH2:14]CCCCCCCCCC.C(O)(=O)CCCCCCCCCCCCC.C(O)CO>ClCCl.OS(O)(=O)=O>[C:1]([O:12][CH2:14][CH2:13][OH:25])(=[O:11])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

7

Reactant 4

HCID 174Ethylene GlycolHCID 2969Decanoic AcidHCID 3893Lauric AcidHCID 11005Myristic Acid

Product 1

HCID 1693342-Hydroxyethyl nonanoate

Reagents, catalysts & solvents 2

HCID 1118Sulfuric AcidCatalystHCID 6344DichloromethaneSolvent

Procedure

Decanoic acid (C10 acid), dodecanoic acid (C12 acid), and tetradecanoic acid (C14 acid)-each of 100 mmol of C10, C12 and C14 acids were dissolved in 50 ml dichloromethane, and 300 mmol of ethylene glycol was added to the solutions. Several drops of H2SO4 were added to the mixture. The reaction mixtures were stored at room temperature for 9 days. Isolation of the esters were carried out using the same procedure as that to isolate ethylene glycol monopelargonate. Distillations were not undertaken.

Workup

  1. customThe reaction mixtures

Sources & evidence

ORD record
ord-9b7b76631a384ba5abf1505e7fce0ace
Source dataset
uspto-grants-1994_02
Patent number
US05284819

Reaction notes

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