3-Amino-1-propanol → HCID 43417613, compound

Temperature

0 °C

3-Amino-1-propanol (6.0 mL, 0.078 mol) was dissolved in dichloromethane (68 mL) then cooled at 0° C. A solution of tert-butylacetyl chloride (2.7 mL, 0.020 mol) in dichloromethane (25 mL) was added dropwise over 10 min. The reaction mixture was stirred for 1 h then concentrated to dryness. The residue was dissolved in EtOAC (100 mL) and washed with brine (3×). The organic extract was dried over Na2SO4, filtered, and concentrated to dryness to give the title compound as a clear oil (3.1 g, 91% yield). 1H NMR (DMSO, 400 mHz) δ (ppm): 7.64 (bs, 1H), 4.36 (t, J=5.3 Hz, 1H), 3.38-3.33 (m, 2H), 3.02 (q, J=6.8 Hz, 2H), 1.88 (s, 2H), 1.52-1.45 (m, 2H), 0.90 (s, 9H).

1. concentrationthen concentrated to dryness
2. dissolutionThe residue was dissolved in EtOAC (100 mL)
3. washwashed with brine (3×)
4. extractionThe organic extract
5. dry with materialwas dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated to dryness

ORD record

ord-3444b26d280247aab889359efd98f91f

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08153686B2