Application of 110-73-6, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 110-73-6, name is 2-(Ethylamino)ethanol, molecular formula is C4H11NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.
EXAMPLE 8This example illustrates the preparation of certain compounds of the present invention. The amines used were commercial samples supplied by Fisher Scientific or Sigma Aldrich. Amines were reacted with one of the following: (-)-Ethyl(S)-2-hydroxypropionate (Ethyl-5-lactate, Ex Sigma Aldrich, 98%) (-)-Ethyl(S)-2-hydroxypropionate (Ethyl-L-lactate, Ex Fluka, >99%) 3,6-dimethyl-1,4-dioxane-2,5-dione (Lactide, Ex Aldrich, 99%) Initially reactions were performed in a microwave reactor under the conditions listed in Table 5. Due to the restricted volumes possible and in light of the rapid reactions seen, further reactions were carried out under ambient conditions and over an increased timescale. Reactions were monitored using FT-IR spectroscopy via the reduction in the ester band from ethyl-lactate at ~1750 cm-1 and the corresponding increase in the amide bands at ~1630 cm-1 and ~1550 cm-1. Selected samples were purified via preparatory HPLC and the compounds were identified via GC-MS and NMR. A cleaner, novel synthetic route was later utilised where the amines were reacted with lactide (3,6-dimethyl-1,4-dioxane-2,5-dione). TABLE 5 Reacted Amine Moles With Moles Reaction Conditions Yield Ethylamine 0.126 Ethyl-S- 0.126 Microwave Reactor, 200 C., 20 >75% lactate Bar, 3 minutes Ethanolamine 0.164 Ethyl-S- 0.164 Microwave Reactor, 200 C., 15 >95% lactate Bar, 30 minutes Isopropylamine 0.116 Ethyl-S- 0.116 Microwave Reactor, 200 C., 18 >75% lactate Bar, 30 minutes Diethanolamine 0.104 Ethyl-S- 0.104 Microwave Reactor, 200 C., 15 >75% lactate Bar, 30 minutes Morpholine 0.114 Ethyl-S- 0.114 Microwave Reactor, 200 C., 9 Bar, >75% lactate 30 minutes Benzylamine 0.091 Ethyl-S- 0.091 Microwave Reactor, 200 C., 13 >75% lactate Bar, 30 minutes Diethylamine 0.096 Ethyl-S- 0.096 Microwave Reactor, 200 C., >50% lactate 15 Bar, 30 minutes N-methyl-tert- 0.037 Ethyl-S- 0.037 Microwave Reactor, 200 C., >25% butylamine lactate 12 Bar, 30 minutes N-ethylisopropylamine 0.037 Ethyl-S- 0.037 Microwave Reactor, 175 C., 8 >25% lactate Bar, 30 minutes sec-Butylamine 0.098 Ethyl-S- 0.098 Microwave Reactor, 200 C., >75% lactate 14 Bar, 30 minutes 1-ethylpropylamine 0.085 Ethyl-S- 0.085 Microwave Reactor, 200 C., >75% lactate 12 Bar, 30 minutes N- 0.096 Ethyl-S- 0.096 Microwave Reactor, 150 C., 3 >25% isopropylmethylamine lactate Bar, 30 minutes tert-Butylamine 0.095 Ethyl-S- 0.095 Microwave Reactor, 200 C., >95% lactate 17 Bar, 30 minutes Pyrrolidine 0.119 Ethyl-S- 0.119 Microwave Reactor, 200 C., >75% lactate 14 Bar, 30 minutes 1,3-dimethylbutylamine 0.030 Ethyl-S- 0.030 Microwave Reactor, 200 C., >50% lactate 10 Bar, 30 minutes 2-(ethylamino)ethanol 0.204 Ethyl-L- 0.183 4 days at Ambient >75% lactate Temperature & Pressure 2-amino-1-butanol 0.208 Ethyl-L- 0.188 4 days at Ambient >75% lactate Temperature & Pressure allylamine 0.267 Ethyl-L- 0.240 4 days at Ambient >75% lactate Temperature & Pressure Isobutylamine 0.199 Ethyl-L- 0.179 4 days at Ambient >75% lactate Temperature & Pressure 1-ethylpropylamine 0.171 Ethyl-L- 0.154 4 days at Ambient >25% lactate Temperature & Pressure tert-amylamine 0.170 Ethyl-L- 0.153 3 days at Ambient <25% lactate Temperature & Pressure Dipropylamine 0.146 Ethyl-L- 0.131 2 days at Ambient Negligible lactate Temperature & Pressure Hexylamine 0.151 Ethyl-L- 0.136 3 days at Ambient >75% lactate Temperature & Pressure DL-2-amino-1-pentanol 0.044 Ethyl-L- 0.039 3 days at Ambient >75% lactate Temperature & Pressure N-hexylmethylamine 0.130 Ethyl-L- 0.117 2 days at Ambient >50% lactate Temperature & Pressure N-methylpropylamine 0.047 Ethyl-L- 0.042 4 days at Ambient >50% lactate Temperature & Pressure Dipropylamine 0.047 Lactide 0.025 2 hours at 50 C. <10% Benzylamine 0.053 Lactide 0.028 1 hour at 40 C. >95% 2-benzylaminoethanol 0.069 Lactide 0.035 5 hours at 55 C. >25% N-methylbenzylamine 0.074 Lactide 0.038 12 days at Ambient >50% Temperature & Pressure N-methylbutylamine 0.078 Lactide 0.040 12 days at Ambient >50% Temperature & Pressure 3-diethylamino-propylamine 0.065 Lactide 0.033 12 days at Ambient >75% Temperature & Pressure 2-Ethyl-1-Hexylamine 0.166 Lactide 0.108 4 days at Ambient >95% Temperature & Pressure 3-N-Butoxy Propylamine 0.056 Lactide 0.034 4 days at Ambient >25% Temperature & Pressure 3-Pentylamine 0.059 Lactide 0.040 4 days at Ambient >95% Temperature & Pressure N-(3-Aminopropyl)Morpholine 0.067 Lactide 0.035 4 days at Ambient >95% Temperature & Pressure N-Methylaniline 0.081 Lactide 0.042 4 days at Ambient >25% Temperature & Pressure
According to the analysis of related databases, 110-73-6, the application of this compound in the production field has become more and more popular.
Reference:
Patent; SYNGENTA LIMITED; US2009/227453; (2009); A1;,
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