Methylamine → HCID 18960585, compound

Temperature

5 °C

4-Bromo-3-methylbenzoic acid (20 g) was added to a suspension of 1,1-carbonyldiimidazole (18.1 g) in dry THF (250 ml) at 5° C. and the resulting suspension stirred for 2.5 h at 5° C. Methylamine (33% w/v, solution in methanol 50 ml) was added dropwise over 5 min and the resultant mixture stirred at 23° for 15 h. The solution was evaporated and the residue treated with aqueous 2M-hydrochloric acid (150 ml). The mixture was extracted with ether (4×150 ml) and the combined, dried organic extracts were evaporated. The residue crystallised from hot ethyl acetate (~50 ml) to give the title compound as white crystals (8.7 g),

1. customThe solution was evaporated
2. additionthe residue treated with aqueous 2M-hydrochloric acid (150 ml)
3. extractionThe mixture was extracted with ether (4×150 ml)
4. customdried organic extracts were evaporated
5. customThe residue crystallised from hot ethyl acetate (~50 ml)

ORD record

ord-a6cb409025db46d1941df00d9fe75e39

Source dataset

uspto-grants-1994_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05356893