Acetic Acid → 5,5-Diethyldihydrofuran-2(3h)-one

温度

0 °C

Succinic anhydride (15.0 g, 150 mmol, 1.0 eq) was added into a round bottomed flask, and the flask was flushed with nitrogen. THF (500 mL) was then added via a syringe. The solution was cooled to 0° C. Methyl magnesium bromide in ether (3.0 M, 100 mL, 300 mmol, 2.0 eq) was added via syringe slowly. The reaction mixture was warmed to room temperature gradually, and then heated to 50° C. for 12 hours. A yellow solution was formed. After cooling the reaction mixture to room temperature, AcOH was added until pH=4, and stirring was continued for an additional 12 hours. Water (75 mL) was added, and THF and ether were removed under reduced pressure. The green suspension was extracted with CH2Cl2 (60 mL×5), and the organic phase was dried over anhydrous Na2SO4 and concentrated. Purification by vacuum distillation gave the product as brown oil (9.7 g, 46%). This compound has been synthesized using several different methods in the literature.

1. customthe flask was flushed with nitrogen
2. additionTHF (500 mL) was then added via a syringe
3. temperatureThe reaction mixture was warmed to room temperature gradually
4. temperatureheated to 50° C. for 12 hours
5. customA yellow solution was formed
6. temperatureAfter cooling the reaction mixture to room temperature
7. customTHF and ether were removed under reduced pressure
8. extractionThe green suspension was extracted with CH2Cl2 (60 mL×5)
9. dry with materialthe organic phase was dried over anhydrous Na2SO4
10. concentrationconcentrated
11. customPurification
12. distillationby vacuum distillation

ORDレコード

ord-29aa92f3916f46d8a550a7a1d705de5d

出典データセット

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

特許番号

US09243023B2