ChemicalBook CAS DataBase List 5-Chloro-1-pentyne

5-Chloro-1-pentyne synthesis

5synthesis methods

Product Name:5-Chloro-1-pentyne
CAS Number:14267-92-6
Molecular formula:C5H7Cl
Molecular Weight:102.56

5390-04-5
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$13.00/1g

14267-92-6
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$10.00/1g

Yield:14267-92-6 98.4%

Reaction Conditions:

with methanesulfonyl chloride;triethylamine at 15 - 20; for 2.5 h;Temperature;

Steps:

1
It cooled at 15 degrees C, adding and stirring the 4-pentyn-1-oar 540g (6.42 mol) and 682 g (6.74 mol) of triethylamine in 975 g (7.70 mol) of orthochlorotoluene. Subsequently, 772 g (6.74 mol) of methanesulfonyl chloride was dropped over 2 hours so that an internal temperature might be 15-20 degrees C. Then, stir for 30 minutes, it was made to react, and the reaction mixture was obtained so that reaction temperature might not exceed 20 degrees C.[0040]It heated until the temperature reached 90 degrees C, stirring as it is without performing refining of the obtained reaction mixture etc., and after reaching 90 degrees C, it maintained for 2 hours. Then, it cooled to the room temperature. By rinsing the obtained reaction mixture, the by-product of triethylamine and methanesulfonyl chloride origin was removed. When the organic phase was taken out according to fluid separation and the taken-out organic phase was dried with magnesium sulfate, the weight of an organic phase is 1651g and 581 g (5.66 mol) of 5-chloro-1-pentyne was contained. The reaction yield was 88.2%. The orthochlorotoluene (boiling point: 159 degrees C) and 5-chloro-1-pentyne (boiling point: 113 degrees C) of composition of the organic phase was the main ingredients. This organic phase was refined in distillation under reduced pressure, and 584.2 g of 5-chloro-1-pentyne of 98.2% of purity was obtained. The yield of the distillation process was 98.4

References:

Nippon Light MetalCo., Ltd.;Tanigawa, Hirohiko;Asawa, Tomotake JP2016/94366, 2016, A Location in patent:Paragraph 0039; 0040

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1066-26-8 Synthesis