Cetyl Alcohol → (R)-(-)-2-DECANOL

HRID 1939760Notes

Reaction equation

[C:1]([O:20]C(C)C)(=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9]CCCCCCCCC.[CH2:24](O)CCCCCCCCCCCCCCC>>[CH3:24][C@@H:1]([OH:20])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

Reactant 2

HCID 2682Cetyl Alcohol

HCID 8162Isopropyl Stearate

Product 1

HCID 2737541(R)-(-)-2-DECANOLYield 72%

Conditions

Temperature: 90 °C

Procedure

To the distillation residue, i.e., a mixture of (R)-(-)-2-decanol stearic acid ester and unreacted isopropyl stearate, were added 200 g of palmityl alcohol and 3 g of Lipase PL. After the particle size of the enzyme was regulated by ultrasonication in the same manner as described above, the mixture was stirred at 90° C. and 250 rpm under reduced pressure of 2 mmHg for 24 hours to carry out interesterification while recovering the distillate to obtain free (R)-(-)-2-decanol with high purity (yield: 72%; chemical purity: 99.6%; optical purity: 95% ee).

Workup

customAfter the particle size of the enzyme was regulated by ultrasonication in the same manner
distillationinteresterification while recovering the distillate

Sources & evidence

ORD record: ord-7cc8b690f04b464d9b5da36f40ebf9f6
Source dataset: uspto-grants-1997_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05696299

Reaction notes

Loading…