4-(Aminomethyl)benzoate monohydrochloride

4-(Aminomethyl)benzoate monohydrochloride - Names and Identifiers

Name	methyl 4-(aminomethyl)benzoate hydro-chloride
Synonyms	BUTTPARK 3311-77 Methyl4-(aminomethyl)benzoateHCl 4-(Aminomethyl)benzoate monohydrochloride 4-METHOXYCARBONYL-BENZYLAMINE HYDROCHLORIDE METHYL 4-(AMINOMETHYL)BENZOATE HYDROCHLORIDE Methyl 4-(aminomethyl)benzoate hydrochloride methyl 4-(aminomethyl)benzoate hydro-chloride 4-(AMINOMETHYL)BENZOIC ACID METHYL ESTER HYDROCHLORIDE
CAS	6232-11-7

4-(Aminomethyl)benzoate monohydrochloride - Physico-chemical Properties

Molecular Formula	C9H12ClNO2
Molar Mass	201.65
Melting Point	243°C (dec.)(lit.)
Appearance	Crystalline Powder
Color	White
Storage Condition	Inert atmosphere,Room Temperature
MDL	MFCD00182671

4-(Aminomethyl)benzoate monohydrochloride - Risk and Safety

Hazard Symbols	Xi - Irritant
Risk Codes	36/37/38 - Irritating to eyes, respiratory system and skin.
Safety Description	26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
WGK Germany	3
HS Code	29224999
Hazard Class	IRRITANT

4-(Aminomethyl)benzoate monohydrochloride - Reference Information

Application

4-aminomethylbenzoic acid methyl ester hydrochloride is a carboxylate organic substance and can be used as an organic reagent.
4-aminomethylbenzoic acid methyl ester hydrochloride is a pharmaceutical intermediate, which can be prepared by one-step esterification of 4-aminomethylbenzoic acid, or 4-(bromomethyl) benzoate Methyl ester is prepared in two steps.

preparation process

a) methyl 4-(azomethyl)-benzoate was added to 5.73 g4-(bromomethyl) methyl benzoate in a solution of 30mLDMSO within 5min, 8.13g of sodium azide was added to the solution of 30mLDMSO, and was placed under stirring and TA for 3 h30min. The reaction mixture was extracted with ether, the organic phase was washed with water and saturated sodium chloride solution, dried with sodium sulfate and the solvent was evaporated in vacuum. 4.72g of colorless oily desired product was obtained. B) Methyl 4-aminomethylbenzoate Hydrochloride The 4.71g of the compound obtained in the previous step was cooled to 4°C in a solution of 30mLTHF, 6.57g of triphenylphosphine was added in batches within 30min, and was placed under stirring for 6h, while the temperature was returned to TA. Then 0.68mL of water was added and placed under stirring and TA for 16h. The reaction mixture was extracted with AcOEt, the organic phase was washed with water and saturated sodium chloride solution, dried with sodium sulfate and the solvent was evaporated in vacuum. The residue was absorbed with ether, the insoluble matter was filtered out, the filter liquid was concentrated in vacuum and eluted on the silica gel with chloroform/methanol/NH4OH mixture (90/10/0.2;v/v/v/v) to chromatographically purify the residue. The resulting product was reprocessed in methanol, 10NHCl was added until pH = 1 and vacuum concentration was performed. 4.25g of the required product was obtained.

Last Update：2024-04-09 02:00:03