Reaction #3510758
Related Literature (1)
openreactiondata ↗doi:10.6084/m9.figshare.5104873.v1; patent:US04309327
Conditions: temp:70.01; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: Into a 2 liter volume flask equipped with a stirrer, N-methyltaurine sodium salt (161 g), deionized water (400 g) and ethylene glycol monomethyl ether (300 g) were charged. The contents were maintained at 70° C. while stirring, and a mixture of vinylbenzyl chloride (153 g), ethylene glycol monomethyl ether (100 g) and p-nitrosophenol (0.15 g) was dropwise added thereto in 1 hour, during which sodium hydroxide (each 8 g) was added thereto 6 times with intervals of 10 minutes. Thereafter, stirring was continued for 5 hours. To the reaction mixture, conc. hydrochloric acid (120 g) was added, and the resulting mixture was concentrated in a rotary evaporator to make a 1/3 volume. The concentrate was admixed with a 4 time volume of acetone and filtered. The filtrate was concentrated to a 3/10 volume and admixed with acetone. The precipitated yellow solids were collected and recrystallized from deionized water to give N-methyl-N-vinylbenzyltaurine (180 g) of the formula: Into a 2 liter volume flask equipped with a stirrer was dropwise added with intervals of 10 minutes Thereafter, stirring was continued for 5 hours the resulting mixture was concentrated in a rotary evaporator filtered The filtrate was concentrated to a 3/10 volume The precipitated yellow solids were collected recrystallized from deionized water
Source ID: ord-9ff6caebbaaf4fde89a70b8b5b49f717