Methyl Propyl carbonate

Amide-containing compounds with (benz)imidazol-2-yl groups can undergo catalytic directed cleavage with an alcohol nucleophile 11 in the presence of a metal catalyst. The following examples as depicted in Example Scheme ES can be listed.:_Using 10.0 molpercent Zn(OAc)2.17H20, 1.0 equiv of ACDG-NH-C0-R3 21d, 30.0 equiv propanol (lid), 100 o 24 h; R = 1H-benzo[d]imidazol-2-yl, R3 = OMe, results in the following NMR5 yields (determined with TMB as an internal standard): 0percent 21d, 61percent 2-aminobenzimidazole(20d), 40percent methyl propyl carbonate (14c), 22percent dipropyl carbonate (14d).Amide-containing compounds with (benz)imidazol-2-yl groups can undergo catalytic directed cleavage with an alcohol nucleophile 11 in the presence of a metal catalyst. The following examples as depicted in Example Scheme ES can be listed.:_Using 10.0 mol% Zn(OAc)2.17H20, 1.0 equiv of ACDG-NH-C0-R3 21d, 30.0 equiv propanol (lid), 100 o 24 h; R = 1H-benzo[d]imidazol-2-yl, R3 = OMe, results in the following NMR5 yields (determined with TMB as an internal standard): 0% 21d, 61% 2-aminobenzimidazole(20d), 40% General procedure: EC (10 mmol), alcohol (100 mmol), and catalyst (5 wt% of EC) were taken in a Teflon-lined stainless-steel autoclave placed in a rotating hydrothermal reactor (Hiro Co., Japan; rotation speed = 50 rpm). Reactions were conducted at 40-100C for 0.5-6 h. After completion of the reaction, the autoclave was cooled to 25C, and the catalyst was separated by centrifugation/filtration. The liquid product was analyzed and quantified by gas chromatography (GC, Varian 3800; CP-SIL 5 column; 50 m × 0.25 mm × 0.25 m). The influence of reaction parameters (reaction time, reaction temperature, catalyst amount, and type of alcohol) on product yield was investigated. For comparison, experiments were also conducted with PC instead of EC. Those runs were carried out at 80-170C. In a different set of reactions, dialkyl carbonates were syn-thesized from DMC by reaction with alcohols. In a typicalreaction, DMC (10 mmol), ethanol/n-propanol/n-butanol/benzyl alcohol (100 mmol), and catalyst (10 wt% of DMC) were loaded on a Teflon-lined stainless-steel autoclave placed in a rotating hydrothermal reactor. Reactions were conducted at 80-150C for 6 h. After the reaction, the autoclave was cooled to 25C, and the catalyst was separated by centrifugation/filtration. Liquid product was analyzed and quantified by GC. The dialkyl carbonates formed from ethanol, n-propanol, n-butanol, and n-benzyl alcohol were designated as DEC, DPC, DBC, and DBzC, respectively.

Molecular Weight:118.13
XLogP3:1.4
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:118.062994177
Monoisotopic Mass:118.062994177
Topological Polar Surface Area:35.5
Heavy Atom Count:8
Complexity:70.1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes