Butyryl chloride → HCID 1234675, compound

To 30 ml of dioxane, there were added 1.50 g (12.6 mmol) of 6-amino-m-cresol and 0.6 g (6.0 mmol) of calcium carbonate. To the solution thus obtained, there was added 1.02 g of butanoyl chloride over 10 minutes, followed by stirring at room temperature for 30 minutes. After the completion of the reaction, the inorganic salt was filtered and 150 ml of water was poured thereto. Then the mixture was extracted with 150 ml of ethyl acetate, washed with a saturated aqueous solution of common salt and dried over anhydrous Glauber's salt. After distilling off the solvent under reduced pressure, a red oily product was obtained. This product was crystallized by adding thereto 15 ml of hexane and 6 ml of ethyl acetate, and then filtered and dried. Thus 0.62 g (3.2 mmol) of N-(2-hydroxy-4-methylphenyl)butanamide was obtained as colorless crystals. The yield was 25%.

1. customTo the solution thus obtained
2. customAfter the completion of the reaction
3. filtrationthe inorganic salt was filtered
4. addition150 ml of water was poured
5. extractionThen the mixture was extracted with 150 ml of ethyl acetate
6. washwashed with a saturated aqueous solution of common salt
7. dry with materialdried over anhydrous Glauber's salt
8. distillationAfter distilling off the solvent under reduced pressure
9. customa red oily product was obtained
10. customThis product was crystallized
11. additionby adding
12. filtration15 ml of hexane and 6 ml of ethyl acetate, and then filtered
13. customdried

ORD record

ord-97fca1f68ae04693b972972813c44091

Source dataset

uspto-grants-1994_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05334225