Ethyl Lactate → Propanoic acid, 2-hydroxy-, hexadecyl ester

HRID 1428153Notes

Reaction equation

[CH2:1]([OH:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]CC.[C:20](OCC)(=[O:24])[CH:21]([CH3:23])[OH:22]>>[C:20]([O:19][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16])(=[O:24])[CH:21]([CH3:23])[OH:22]

Participants

Reactant 2

HCID 7344Ethyl Lactate

HCID 8221Stearyl Alcohol

Product 1

HCID 37098Propanoic acid, 2-hydroxy-, hexadecyl esterYield 42.6%

Conditions

Temperature: 60 °C

Procedure

A mixture of Novozym® 435 (2.43 g), molecular sieves (20.17 g), 1-octadecanol (4.04 g), and ethyl lactate (8.86 g) in a 150 mL beaker was maintained at 60° C. in a convection oven for 28 hours. Upon work-up, 2.0 g of cetyl lactate (40% yield) was obtained as a waxy white solid. The purity of the product was >98% as assessed by HPLC-RI.

Sources & evidence

ORD record: ord-c11cb7c4534e41dfb3f02730fc5a4ad8
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08936922B2

Reaction notes

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