Methanol → Methyl 1-aminocyclohexane-1-carboxylate hydrochloride

Temperature

2.5 °C

A 100-mL flask was charged with 1-amino-cyclohexanecarboxylic acid (3.0 g, 20.9 mmol) and methanol (50 mL). The mixture was cooled to 0-5° C. by ice bath and thionyl chloride (7.6 mL, 104 mmol) was slowly added thereto. After the addition was completed, the ice bath was removed. At room temperature, the mixture was stirred for 2 days. The resultant product was vacuum-distilled to remove a solvent, and then added with ethyl ether (50 ml), stirred at room temperature for 30 minutes, and filtered. The solid obtained through filtering was dried in a 60° C. oven to obtain 1-amino-cyclohexanecarboxylic acid methylester hydrochloride (3.2 g, 79%).

1. additionAfter the addition
2. customthe ice bath was removed
3. distillationThe resultant product was vacuum-distilled
4. customto remove a solvent
5. additionadded with ethyl ether (50 ml)
6. stirringstirred at room temperature for 30 minutes
7. filtrationfiltered
8. customThe solid obtained
9. filtrationthrough filtering
10. customwas dried in a 60° C. oven

ORD record

ord-e146fdb035c64306be224dd0663e89b2

Source dataset

uspto-grants-2015_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09073830B2