Water → HCID 14800951, compound

Redistilled 2-oxopropanoic acid (12.6 ml, 0.18 mol) is added to a vigorously stirred mixture of NaHCO3 (30.6 g, 0.36 mol), TBA HSO4 (61.2 g, 0.18 mol), H2O (360 mL), and CH2Cl2 (360 mL) in an open Erlenmeyer flask. Following stirring for 10 min 5b (44.0 g, 0.18 mol) in CH2Cl2 (400 mL) is added during 3 h at 25° C. together with CH2Cl2 (500 mL) in portions to compensate for the evaporation. In this way the formation of sulfurous by-products is minimized. The mixture is extracted with CH2Cl2 (300-200 mL). The combined organic phases are washed with H2O (2×200 mL); dried (MgSO4) and evaporated. The residue is triturated with Et2O (600 mL). After filtration the filtrate is treated with charcoal, evaporated, and the residue crystallized from pentane at -70° C. to yield 6ob, melting below room temperature.

1. customto compensate for the evaporation
2. extractionThe mixture is extracted with CH2Cl2 (300-200 mL)
3. washThe combined organic phases are washed with H2O (2×200 mL)
4. dry with materialdried (MgSO4)
5. customevaporated
6. customThe residue is triturated with Et2O (600 mL)
7. filtrationAfter filtration the filtrate
8. additionis treated with charcoal
9. customevaporated
10. customthe residue crystallized from pentane at -70° C.
11. customto yield 6ob
12. custommelting below room temperature

ORD record

ord-cdd9133e3343403ca5563e14815322e7

Source dataset

uspto-grants-1995_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05401868