Hydrochloric Acid → 1-Thiophen-2-yldodecan-1-one

In a 5 liter-five-necked flask, 112.5 g (1.34 mol) of thiophene, 300 g (1.37 mol) of n-dodecanoyl chloride and 2.25 liter of dry benzene were placed and cooled below 0° C. To the mixture under stirring, 148.5 (5.70×10-1 mole) of SnCl4 was added dropwise in 1 hour below 0° C. The mixture was stirred for 30 min. below 0° C., followed by stirring for 4 hours while being gradually restored to room temperature. After the reaction, 2 liter of 10% HCl was added to the reaction mixture, followed by stirring for 10 min. The separated organic layer was successively washed three times with 500 ml each of 10% HCl, water, 5% Na2CO3 and water, followed by drying with CaCl2 and distilling-off of the solvent to obtain 315 g of a crude product. The crude product was subjected to reduced-pressure distillation under an atmosphere of nitrogen to obtain 270 g of a pure product (yield: 75.7%). b.p.: 146° C./0.65 mmHg

1. temperaturecooled below 0° C
2. stirringThe mixture was stirred for 30 min. below 0° C.
3. stirringby stirring for 4 hours
4. customwhile being gradually restored to room temperature
5. additionwas added to the reaction mixture
6. stirringby stirring for 10 min
7. washThe separated organic layer was successively washed three times with 500 ml each of 10% HCl, water, 5% Na2CO3 and water
8. dry with materialby drying with CaCl2 and distilling-off of the solvent
9. customto obtain 315 g of a crude product
10. distillationThe crude product was subjected to reduced-pressure distillation under an atmosphere of nitrogen

ORDレコード

ord-549ddf7856c74e7a85b67ff233e39423

出典データセット

uspto-grants-1992_05

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US05116530