Ethyl Lactate → Lauryl Lactate

HRID 1428150Notes

Reaction equation

[CH2:1]([OH:13])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[C:14](OCC)(=[O:18])[CH:15]([CH3:17])[OH:16]>>[C:14]([O:13][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12])(=[O:18])[CH:15]([CH3:17])[OH:16]

Participants

Reactant 2

HCID 7344Ethyl Lactate

HCID 81931-Dodecanol

Product 1

HCID 22692Lauryl LactateYield 83%

Conditions

Temperature: 60 °C

Procedure

A mixture of enzyme (275.07 g; lipase B from Candida antarctica immobilized on macroporous acrylic resin beads; Novozym® 435), molecular sieves (2301 g), 1-dodecanol (551 mL), and ethyl lactate (1400 mL) in a 12″x20″ stainless steel tray (bed depth 1.25″) was maintained at 60° C. in a convection oven for 32 hour. Upon work-up, 538 g of lauryl lactate (83% yield) was obtained as a pale yellow liquid. The purity of the product was >95% as assessed by HPLC-RI.

Sources & evidence

ORD record: ord-a308dfaa8a71453c88d02e997b17fa8a
Source dataset: uspto-grants-2015_01
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08936922B2

Reaction notes

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