Antimony pentachloride → 7-Amino-3-methoxymethyl-3-cephem-4-carboxylic acid

Temperature

50 °C

To 15 ml of sulfolane were added 2.72 g of 7-ACA, 2.3 g of methanol, 2.8 g of antimony pentachloride and 12 g of bismuth trichloride. The mixture was heated at 50° C. for 40 min to advance a reaction. After completion of the reaction, the reaction mixture was cooled to 5° C. The resulting precipitate was filtered off To the filtrate was added 60 ml of water, and then the resulting mixture was stirred homogeneously. To the resulting solution was added 0.5 g of activated carbon, and then the mixture was stirred, followed by filtration. The filtrate was adjusted to pH 3.5 with sodium bicarbonate. To the resulting mixture was added 30 ml of methanol, thereby to form a white crystalline precipitate. The white crystalline precipitate was collected by filtration, and washed with 10 ml of cold water and, then, with 10 ml of cold methanol to obtain the desired product, namely 7-amino-3-methoxymethyl-3-cephem-4-carboxylic acid. The amount of the desired product was 1.29 g. The yield of the desired product was 53 %. .

1. customa reaction
2. customAfter completion of the reaction
3. temperaturethe reaction mixture was cooled to 5° C
4. filtrationThe resulting precipitate was filtered off To the filtrate
5. additionwas added 60 ml of water
6. additionTo the resulting solution was added 0.5 g of activated carbon
7. stirringthe mixture was stirred
8. filtrationfollowed by filtration
9. additionTo the resulting mixture was added 30 ml of methanol
10. customto form a white crystalline precipitate
11. filtrationThe white crystalline precipitate was collected by filtration
12. washwashed with 10 ml of cold water

ORD record

ord-df638f568ced4280a7f29881ff1d0d44

Source dataset

uspto-grants-1990_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04902793