Molecular Formula | C7H13NO2HCl |
Molar Mass | 179.645 |
Boling Point | 226.7℃ at 760mmHg |
Storage Condition | under inert gas (nitrogen or Argon) at 2-8°C |
Use | This product is for scientific research only and shall not be used for other purposes. |
Hazard Symbols | Xn - Harmful![]() |
Risk Codes | R36 - Irritating to the eyes R42/43 - May cause sensitization by inhalation and skin contact. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S36/37 - Wear suitable protective clothing and gloves. S22 - Do not breathe dust. |
WGK Germany | 3 |
Introduction | 1-aminocyclobutanoic acid ethyl ester hydrochloride is a carboxylic acid ester organic substance, 1-azidocyclobutanecarboxylic acid ethyl ester can be prepared by reacting 1-bromocyclobutanecarboxylic acid ethyl ester with sodium azide, followed by reduction of the azido group and salt formation. |
Use | 1-aminocyclobutanecarboxylic acid ethyl ester hydrochloride is a carboxylic acid ester compound, which can be used as a pharmaceutical intermediate. |
preparation | sodium azide (3.14g,48.3mmol) partially dissolved in dry DMSO(50ml) at room temperature under nitrogen atmosphere. 1-bromocyclobutanecarboxylic acid ethyl ester (3.91mL,24.2mmol,Aldrich) was then added via syringe. Heating at 40 °c for 7 hours gave a homogeneous solution, which was cooled to room temperature and stirring was continued overnight. The reaction mixture was then poured into water (700ml) and diethyl ether (200ml) was added. The ether layer was washed three times with half-strength brine and once with brine. The organic layer was dried over sodium sulfate, filtered, and distilled under reduced pressure to give ethyl 1-azidocyclobutane carboxylate (4.00g) as a clear oil. 1-azidocyclobutylcarboxylic acid ethyl ester (4.00g,23.6mmol) was dissolved in methanol under nitrogen atmosphere (150mL). Palladium on carbon (840mg,10% wt/wt) was then added and the nitrogen was removed with hydrogen gas. After 3 hours, the reaction was judged to be complete (LCMS). The reaction mixture was filtered through Celite and the Celite was washed with methanol. HCl(2.0M in diethyl ether) was added to the combined methanol solution to make the solution acidic and the solvent was removed under reduced pressure. The resulting 1-aminocyclobutanecarboxylic acid ethyl ester hydrochloride (4.70g) then slowly solidified to a low melting waxy solid containing an equivalent amount of methanol, as determined by proton NMR. |