Potassium Carbonate → N-(2,3-Dihydroxypropyl)-2-methylprop-2-enamide

Temperature

0 °C

4.56 g of 3-amino-1,2-propanediol (0.05 mol) were dissolved in 30 ml of dimethylformamide (anhydrous). This solution, and also 13.8 g of K2CO3, were transferred to a 100 ml three-necked flask fitted with dropping funnel and gas inlet and gas outlet pipe. The mixture was cooled to 0° C. in an ice bath. 6.18 ml of methacryl chloride (0.06 mol), dissolved in 30 ml of dimethylformamide, were added dropwise over 30 minutes with moderate stirring and gentle passage of nitrogen. After stirring for a further hour with ice cooling, the mixture was allowed to warm to room temperature and was stirred for a further 30 minutes. The reaction batch was filtered through a fluted filter, and the residue was discarded. The filtrate was concentrated in a rotary evaporator until a viscous oil was produced. This oil was dissolved in 30 ml of methanol and filtered a second time, and the filtrate was again concentrated in a rotary evaporator. The residual amounts of solvent were removed in a high vacuum. The yield was 8.52 g.

1. customfitted
2. additionwere added dropwise over 30 minutes
3. stirringAfter stirring for a further hour with ice cooling
4. temperatureto warm to room temperature
5. stirringwas stirred for a further 30 minutes
6. filtrationThe reaction batch was filtered through
7. filtrationa fluted filter
8. concentrationThe filtrate was concentrated in a rotary evaporator until a viscous oil
9. customwas produced
10. filtrationfiltered a second time
11. concentrationthe filtrate was again concentrated in a rotary evaporator
12. customThe residual amounts of solvent were removed in a high vacuum

ORD record

ord-63c1b203390f4ae098201f97553e3bcd

Source dataset

uspto-grants-1990_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04945146