Electric Literature of 109232-37-3,Some common heterocyclic compound, 109232-37-3, name is Isobutyl 5-chloro-2,2-dimethylvalerate, molecular formula is C11H21ClO2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
General procedure: A solution of phenol (5 mmol) was added to a solution of sodium (114 mg, 5 mmol) in absolute EtOH (5 mL) at room temperature. After stirring for 30 min, a solution of suitable ethyl or isobutyl ester (5-bromovalerate, 5-bromo-2,2-dimethylpentanoic acid ethyl ester or 5-chloro-2,2-dimethylpentanoic acid isobutyl ester) (5 mmol) in absolute EtOH (5 mL) was added and the solution was stirred at reflux for 10-15 h. The solvent was removed under reduced pressure and the residue was dissolved into CH2Cl2 or ethyl acetate (25 mL) and washed with NaOH 2 N (3 × 25 mL). The organic layer was dried over Na2SO4 and concentrated under reduced pressure to yield the crude product that was purified by column chromatography to give the ester 9-14, 16 or 25-31. Ester 15 was obtained with the same procedure, but under milder conditions: K2CO3 (1.1 g, 8.38 mmol) was added to a solution of N-(4-hydroxyphenyl)-N’-phenylurea (531 mg, 2.33 mmol) in acetone (10 mL) at room temperature. After stirring for 30 min, a solution of ethyl 5-bromovalerate (488 mg, 2.33 mmol, 0.37 mL) in acetone (10 mL) was added. After 30 h the solvent was removed under reduced pressure and the residue was treated as above to give the compound 15.
The synthetic route of 109232-37-3 has been constantly updated, and we look forward to future research findings.
Reference:
Article; De Filippis, Barbara; Giancristofaro, Antonella; Ammazzalorso, Alessandra; D’Angelo, Alessandra; Fantacuzzi, Marialuigia; Giampietro, Letizia; MacCallini, Cristina; Petruzzelli, Michele; Amoroso, Rosa; European Journal of Medicinal Chemistry; vol. 46; 10; (2011); p. 5218 – 5224;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics