Formaldehyde → HCID 23124995, compound

Temperature

-20 °C

9.8 ml (0.070 mol) of diisopropylamine are added dropwise at 20° C. to a solution of 24.4 ml (0.065 mol) of n-butyllithium (2.7 M in heptane) in 25 ml of MTBE, and the mixture is stirred at −20° C. for 30 min. Within approx. 10 min, 10 g (0.063 mol) of methyl 2-ethylhexanoate are added dropwise at −20° C., and the mixture is stirred at 20° C. for a further 30 min and subsequently admixed with 5.7 g (0.19 mol) of paraformaldehyde. After 30 min at −20° C., the mixture is stirred at 0° C. for 2 h. After the removal of the solvent at 20° C. and 20 mbar, 20 ml of MTBE and 40 ml of saturated aqueous solution of ammonium chloride are added to the oily residue (approx. 20 g) and the mixture is stirred at RT for 2 h. The organic phase is removed, the aqueous phase is re-extracted 1× with 20 ml of MTBE and the combined organic phases are concentrated on a rotary evaporator. The yield of pure product is 86% (GC).

1. waitWithin approx. 10 min
2. stirringthe mixture is stirred at 20° C. for a further 30 min
3. waitAfter 30 min at −20° C.
4. stirringthe mixture is stirred at 0° C. for 2 h
5. customAfter the removal of the solvent at 20° C.
6. addition20 mbar, 20 ml of MTBE and 40 ml of saturated aqueous solution of ammonium chloride are added to the oily residue (approx. 20 g)
7. stirringthe mixture is stirred at RT for 2 h
8. customThe organic phase is removed
9. extractionthe aqueous phase is re-extracted 1× with 20 ml of MTBE
10. concentrationthe combined organic phases are concentrated on a rotary evaporator

ORD record

ord-b4468eaf9b444a31ac70fa7b921d9879

Source dataset

uspto-grants-2007_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07268253B2