阅读说明：本技术 一种制备ω-硝基氧基-1-烷醇的方法 (Method for preparing omega-nitrooxy-1-alkanol ) 是由 彼得·卡普费雷尔 埃里卡·鲁提 托马斯·马克西米利安·塞德尔 于 2019-09-10 设计创作，主要内容包括：本发明涉及一种制备ω-硝基氧基-C-(3-10)烷烃-1-醇的安全有效的方法。(The invention relates to a method for preparing omega-nitrooxy-C 3‑10 A safe and effective process for producing an alkane-1-ol.)

1. Preparation of omega-nitrooxy C_3-10A method of nitrating an alpha, omega-C with a nitrating agent, optionally in the presence of a nitrite capturing agent, for an alkane-1-ol_3-10Alkane diol, characterized in that the nitrating agent is a mixture consisting of 50-75 wt.% aqueous nitric acid, and wherein the nitric acid is based on the alpha, omega-C_3-10The alkane diol is used in an amount selected in the range of 3 to 8 molar equivalents and wherein the nitration is carried out at a temperature selected in the range of 25-100 ℃, preferably in the range of 25-90 ℃, most preferably in the range of 25-80 ℃.

2. The method of claim 1, wherein the ω -nitrooxy C is_3-10The alkane-1-ol is 3-nitrooxypropanol, andthe alpha, omega-C_3-10The alkane diol is 1, 3-propanediol.

3. The method according to claim 1 or 2, wherein an alpha, omega-C based is used_3-10Alkane diol 3 to 6, preferably 3.5 to 5, molar equivalents of nitric acid.

4. A process according to any one of claims 1 to 3, wherein the concentration of the aqueous nitric acid solution is selected in the range of 60 to 72 wt.%, preferably in the range of 62 to 68 wt.%.

5. The method according to any one of claims 1 to 4, wherein the nitrite capturing agent is sulfamic acid and/or urea, most preferably urea.

6. The method of any one of claims 1 to 5, wherein based on the alpha, omega-C_3-10Alkane diol, the amount of nitrite capturing agent being selected in the range of 0.1 to 0.7 molar equivalents, preferably in the range of 0.2 to 0.4 molar equivalents.

7. The process according to any one of claims 1 to 6, wherein the reaction temperature is selected in the range of 40-75 ℃, more preferably in the range of 50-65 ℃, most preferably in the range of 55-65 ℃.

8. A process according to any one of claims 1 to 7, wherein the nitration is carried out for a time in the range from 10 to 300 minutes.

9. The method according to any one of claims 1 to 8, comprising the steps of:

i. providing the nitrating agent, then

Adding the nitrite capturing agent and preferably stirring the obtained reaction mixture for 10 to 60 minutes, more preferably 15 to 45 minutes, and then

Addition of alpha, omega-C_3-10Alkane diols, preferably1, 3-propanediol and optionally

(iv) quenching the reaction mixture obtained in (iii) with water or a base to obtain a mixture comprising omega-nitrooxy C_3-10An aqueous reaction mixture of an alkane-1-ol.

10. The process of claim 9, wherein the aqueous reaction mixture, optionally after neutralization with a suitable base, is continuously extracted with an aromatic hydrocarbon solvent followed by an ether solvent.

11. The process of claim 10, wherein the aromatic hydrocarbon solvent is toluene and the ether solvent is methyl tert-butyl ether.

12. An aqueous reaction mixture obtainable by the process according to any one of claims 1 to 11.

13. The aqueous reaction mixture of claim 12, which is an aqueous solution consisting essentially of:

(a)1 to 30 wt%, preferably 1 to 15 wt%, more preferably 2 to 10 wt%, most preferably 5 to 9 wt% of alpha, omega-C_3-10Alkane diols, preferably 1, 3-propanediol,

(b)2.5 to 40 wt%, preferably 5 to 30 wt%, more preferably 5 to 20 wt%, most preferably 7.5 to 20 wt% of omega-nitrooxy C_3-10Alkane-1-ols, preferably 3-nitrooxypropanol,

(c)0.1 to 5 wt.%, preferably 0.3 to 3 wt.%, most preferably 0.5 to 2 wt.% of alpha, omega-dinitrooxy C_3-10An alkane, preferably 1, 3-dinitroxypropane,

(d)0.1 to 10 wt%, preferably 0.1 to 6 wt%, more preferably 0.3 to 4 wt%, most preferably 0.5 to 2 wt% of a nitrite capturing agent, preferably sulfamic acid or urea,

(e)5 to 30 wt%, preferably 10 to 25 wt%, most preferably 15 to 20 wt% of a nitrate salt, preferably sodium nitrate,

(f)0.1 to 5 wt%, preferably 0.3 to 3 wt%, most preferably 0.5 to 2 wt% of a base, preferably sodium hydroxide, and

(g) from 30 to 80 wt%, preferably from 40 to 70 wt%, most preferably from 50 to 65 wt% of water, and,

wherein all weight percents are based on the total weight of the aqueous solution.

14. Use of an aqueous reaction mixture according to claim 12 or 13 for supplementing ruminants to reduce methane formation in ruminants.

15. A method of administering the aqueous reaction mixture of claim 12 or 13 to a ruminant to reduce methane emissions from the ruminant.