Benzene → 5-Methyl-5-nitro-1,3-dioxane

2-Nitro-2-methyl-1,3-propanediol 405.00 grams (3.00 moles), 98% trioxane 92.80 grams (1.00 mole), p-toluenesulfonic acid 3.00 grams (0.016 mole), and benzene 600 ml were placed in a two liter three-necked RB flask. The flask was fitted with a thermometer, a mechanical stirrer and a Dean-Stark trap connected to a condenser. The mixture was stirred and refluxed. The slurry gradually became a homogeneous solution (usually about 30 minutes after heating started) and the benzene-water azeotrope started to distill over. Refluxing was continued until 45 ml of water was collected (i.e., approximately four hours). During this period the solution temperature was between 78° C. and 82° C. After 45 ml of water had been collected, the reaction mixture was cooled and neutralized with 3 ml triethylamine. Benzene was distilled from the clear solution first at atmospheric pressure (approximately 415 ml benzene was recovered at a solution temperature of 82° C.-100° C.) and then at about 125 mm of pressure (approximately 120 ml benzene was recovered at a solution temperature of about 48° C.-110° C.). A clear, pale-yellow, viscous liquid, 450.67 grams, containing a mixture of the reaction products polynitroformal and 5-methyl-5-nitro-1,3-dioxane was obtained as the resulting product.

1. customThe flask was fitted with a thermometer, a mechanical stirrer
2. customa Dean-Stark trap connected to a condenser
3. temperaturerefluxed
4. customusually about 30 minutes
5. temperatureafter heating
6. distillationto distill over
7. temperatureRefluxing
8. customwas collected (i.e., approximately four hours)
9. waitDuring this period the solution temperature was between 78° C. and 82° C
10. customAfter 45 ml of water had been collected
11. temperaturethe reaction mixture was cooled
12. distillationBenzene was distilled from the clear solution first at atmospheric pressure (approximately 415 ml benzene
13. customwas recovered at a solution temperature of 82° C.-100° C.) and then at about 125 mm of pressure (approximately 120 ml benzene
14. customwas recovered at a solution temperature of about 48° C.-110° C.)
15. additionA clear, pale-yellow, viscous liquid, 450.67 grams, containing
16. additiona mixture of the reaction products polynitroformal

ORDレコード

ord-bfccfeef9e32469295b1c3f19408cf81

出典データセット

uspto-grants-1986_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US04567302