HCID 18004061, compound → (+)-2-Octanol
Reaction equation
C([O:24][CH:25]([CH2:27][CH2:28][CH2:29][CH2:30][CH2:31][CH3:32])[CH3:26])(=O)CCCCCCCCCCCCCCCCCCCCC>O>[CH3:32][CH2:31][CH2:30][CH2:29][CH2:28][CH2:27][C@@H:25]([OH:24])[CH3:26]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
Interesterification was carried out by using 3 g of Lipase QL, 50 g of (R,S)-2-octanol, and 150 g of tribehen under the same conditions as in Example 3 at 120° C. for a period of 22 hours. The water content of the reaction system was 0.03% by weight, and 91% of the lipase particles had a particle size of 20 to 40 μm. Gas chromatography of the reaction mixture revealed that 64 mol % of (R,S)-2-octanol had been converted to 2-octyl behenate. The reaction mixture was treated in the same manner as in Example 3 and subjected to simple distillation at 65° C. and 5 mmHg to give (S)-(+)-octanol (yield: 34%; chemical purity: 99.9%; optical purity: 98.2% ee). On the other hand, the residue, i.e., (R)-(-)-2-octyl behenate was alkali-hydrolyzed in the same manner as in Example 1 to obtain (R)-(-)-2-octanol (yield: 85%; chemical purity: 99.6%; optical purity: 62% ee).
Workup
- customat 120° C.
- customof 22 hours
- additionThe reaction mixture was treated in the same manner as in Example 3
- distillationsubjected to simple distillation at 65° C.
Sources & evidence
- ORD record
- ord-0bbdccacbe4345fabfa77db93b507d3a
- Source dataset
- uspto-grants-1997_12
- Patent number
- US05696299
Reaction notes
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