| Molecular Formula | C9H12O2 |
| Molar Mass | 152.19 |
| Physical and Chemical Properties | Chemical quality This product is a yellow oily liquid, soluble in organic solvents such as alcohol, chloroform, benzene, and toluene. |
| Use | The chemical name of S-allyl alcohol ketone is S-3-methyl -2-allyl -4-hydroxy-2-cyclopenten-1-one S-2-allyl-3-methyl-4-hydroxy-2-cyclopent-en-1-one), which is an important intermediate of S-bio-allyl. |
The preparation method is to use racemic allyl alcohol ketone and phthalic anhydride or succinic anhydride to form a semi-ester, and then use amine optically active resolution agent for resolution to obtain S-allyl alcohol ketone acidic phthalic acid The amine salt is further hydrolyzed with acid or alkali to obtain S-semi-ester, and then hydrolyzed with water to obtain S-allyl alcohol ketone. Amine splitting agents can be L-( )-Su-type -1-p-nitrophenyl-N,N-dimethylamino -1, 3-propanediol, ()-α-methylbenzylamine or ()-1-Phenyl -2-(p-methylphenyl) ethylamine. The process is the phthalate half ester of racemic allyl alcohol ketone, which reacts with ()-α-toluene benzylamine in n-hexane at room temperature, and the obtained salt is treated with 2% NaHCO3 solution to obtain S-half ester, and then hydrolyzed with NaHCO3 solution at 100 ℃ to obtain S-allyl alcohol ketone.
The racemic allyl ketone can also be coordinated by enzymatic and chemical methods to split into S-allyl ketone, and the enzyme is lipase. Bacillus subtilis var, racemic allyl alcohol ketone is esterified by acetic acid to generate acetate, then the R body is hydrolyzed under the action of enzyme, the S body is kept acetate, and then esterified with methyl sulfonyl chloride to undergo configuration translocation. The R body is transposed to the sulfonate of the S body, and then hydrolyzed to generate S-allyl alcohol ketone. The process is similar to the preparation of S-propargyl alcohol ketone.