Dimethylamine → HCID 45088090, compound

A 2M solution of dimethylamine in THF (2.5 mL) is added dropwise to a stirred solution of methyl (S) 2-BOC-amino-3-bromo-propionate (0.45 g; 1.42 mmol) (Weiss R. G. et al., J. Org. Chem, 36, 403, 1971; Kang M. et al., ibidem, 61, 5528, 1996) in anhydrous THF (10 mL) at 25° C. The mixture is stirred overnight at r.t. and evaporated to dryness in vacuum. The residue is partitioned between Et2O (30 mL) and aqueous 0.5 N NaOH (2×5 mL); the ethereal extracts are combined, washed with brine, dried over Na2SO4 and evaporated to dryness to obtain 0.34 g (1.22 mmol) of methyl (S)-2-amino-3-dimethylamino-propionate as a pale yellow oil.

1. customevaporated to dryness in vacuum
2. customThe residue is partitioned between Et2O (30 mL) and aqueous 0.5 N NaOH (2×5 mL)
3. washwashed with brine
4. dry with materialdried over Na2SO4
5. customevaporated to dryness

ORD record

ord-a45ab049b94e4fd0b0306e2b3a8c5797

Source dataset

uspto-grants-2012_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08288368B2