반응 #63261

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2,6-bis(hydroxymethyl)pyridine

2,6-bis(hydroxymethyl)pyridine

chloromethyl chloroformate

pyridine

→

2,6-bis(chloromethyloxy-carbonyloxymethyl)pyridine

수율 95.0%

용매

—

desired solvent

chloroform

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후처리

1. 1
   기타is carried out at a temperature between -30° C. and +10° C., preferably at about -5° C
2. 2
   기타This reaction
3. 3
   기타The suspension obtained
4. 4
   workup.STIRRINGis stirred for about 20 minutes while care
5. 5
   온도any increase of the temperature
6. 6
   기타reaches at most -5° C
7. 7
   workup.STIRRINGThe suspension is stirred for about 20 minutes
8. 8
   기타to give a brown solution
9. 9
   세척After washing this solution
10. 10
    기타with water and evaporation

실험 절차

The reaction of the compound of the formula (II) with the compound of the formula (III) is carried out at a temperature between -30° C. and +10° C., preferably at about -5° C. This reaction will be described in detail hereinafter. At least 2 moles of chloromethyl chloroformate of the formula (III) [as calculated for 2,6-bis(hydroxymethyl)pyridine of the formula (II)] are dissolved in the desired solvent, preferably in chloroform, and a solution containing an organic base, preferably pyridine, in the same molar amount as the compound of the formula (III) in the same solvent is added at a temperature lower than 10° C., preferably at about -5° C., under stirring. The suspension obtained is stirred for about 20 minutes while care is taken to avoid any increase of the temperature. Then, 2,6-bis(hydroxymethyl)pyridine of the formula (II) is added to the above mixture at the same temperature at such a rate that the temperature reaches at most -5° C. The suspension is stirred for about 20 minutes to give a brown solution. After washing this solution with water and evaporation, a practically pure product with 95 to 97% of 2,6-bis(chloromethyloxy-carbonyloxymethyl)pyridine content is obtained. The product obtained after washing with water and making free of the solvent can be used without any purification or, if desired, may be further purified by chromatography on a silicagel column or on an other adsorbent, e.g. on a synthetic resin.

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