Phenol → 4-Bromo-2-phenoxy-1,3-thiazole

Temperature

140 °C

3.00 g of 2,4-dibromothiazole, 1.74 g of phenol, and 3.44 g of potassium carbonate were added to 75 ml of N,N-dimethylformamide, and the obtained mixture was then stirred at 140° C. for 6 hours. Thereafter, the reaction solution was cooled to a room temperature, and 100 ml of water was then added thereto, followed by extraction with 100 ml of ethyl acetate twice. The organic layer was washed with 100 ml of water twice and then with 50 ml of a saturated brine once. The resultant was dried over magnesium sulfate. The magnesium sulfate was filtrated, and the organic layer was then concentrated. The residue was then purified by column chromatography (Wako Gel C-200; hexane:ethyl acetate=9:1), so as to obtain 2.86 g of an ether compound.

1. temperatureThereafter, the reaction solution was cooled to a room temperature
2. extractionfollowed by extraction with 100 ml of ethyl acetate twice
3. washThe organic layer was washed with 100 ml of water twice
4. dry with materialThe resultant was dried over magnesium sulfate
5. filtrationThe magnesium sulfate was filtrated
6. concentrationthe organic layer was then concentrated
7. customThe residue was then purified by column chromatography (Wako Gel C-200; hexane:ethyl acetate=9:1)
8. customso as to obtain 2.86 g of an ether compound

ORD record

ord-3e6a4d678a3348499ae99b9a3e12dd36

Source dataset

uspto-grants-2013_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08586505B2