Ethylene Glycol → HCID 87376001, compound

HRID 926422Notes

Reaction equation

HRID 926422 reaction equation
[C:1]([OH:14])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:15]([OH:18])CO>>[C:1]([OH:14])(=[O:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH3:1][O:18][CH3:15]

Participants

3

Reactant 2

HCID 174Ethylene GlycolHCID 3893Lauric Acid

Product 1

HCID 87376001HCID 87376001, compound

Conditions

Temperature
65 °C

Procedure

Lauric acid (9.0 g; 44.9 mmol; 1.0 equiv) was combined with poly (ethylene glycol) methyl ether (25.8 g; 44.9 mmol; 1.0 equiv) having an average molecular weight of 574 (available from Sigma Aldrich) in a 100-mL 3 neck round bottom flask equipped with a magnetic stir bar. Immobilized lipase Novozym®435 was added to the flask in an amount of 1.00 grams (2.9 wt % based on the total weight of starting materials). The mixture was stirred and heated to 65° C. and purged with a subsurface stream of nitrogen at a rate of 200 mL/min. After 24 hours a final sample was removed and analyzed by HPLC to determine conversion of poly(ethylene glycol) methyl ether and lauric acid to PEG-12 methyl ether dilaurate. Conversion was 100%.

Workup

  1. customequipped with a magnetic stir bar
  2. additionImmobilized lipase Novozym®435 was added to the flask in an amount of 1.00 grams (2.9 wt %
  3. custompurged with a subsurface stream of nitrogen at a rate of 200 mL/min
  4. customAfter 24 hours a final sample was removed

Sources & evidence

ORD record
ord-b3ae9dbb185b4c719d6353d1c1801013
Source dataset
uspto-grants-2016_03
Patent number
US09284583B2

Reaction notes

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