Method for preparing 2-alkenyl-2-oxazolines
US4376861A · kind A · utility
Assignee
Inventors
Key dates
| Filing date | Dec 3, 1981 |
| Grant date | Mar 15, 1983 |
| Priority date | — |
| Expiry date | Dec 3, 2001 |
Classification
- Technology area (CPC C)Chemistry; Metallurgy
- CPC primaryC07D263/12
- WIPO fieldOrganic fine chemistry
- WIPO sectorChemistry
Abstract
The process comprises the steps of: PA1 (A) reacting by contacting an anhydrous or substantially anhydrous 2-alkyl-2-oxazoline with formaldehyde in a molar ratio of at least about 1.5 moles of 2-alkyl-2-oxazoline per mole of formaldehyde, thereby forming 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline, PA1 (B) recovering the 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline from the reaction product of step (A), and PA1 (C) reacting by contacting the 2-(.alpha.-hydroxymethylalkyl)-2-oxazoline and step B with an alkali or alkaline earth metal hydroxide, thereby forming 2-alkenyl-2-oxazoline. As an example, step A was conducted by reacting 2-ethyl-2-oxazoline (4 moles) having less than 1,000 ppm of water with paraformaldehyde (1 mole) at a reaction temperature of 100.degree. C. for approximately 5.5 hours. The excess oxazoline reactant was removed along with water as "overheads" by fractional distillation of the reaction product, leaving the 2-(.alpha.-hydroxymethylethyl)-2-oxazoline in approximately 96 percent yield. Step C was then conducted by continuously adding the 2-(.alpha.-hydroxymethylethyl)-2-oxazoline to a stirred solution of sodium hydroxide in the mono-methyl ether of triethylene gl…
Source: USPTO / EPO open patent data. Objective bibliographic and citation counts.