O-Cresol → 3-Methylsalicylaldehyde

Temperature

20 °C

o-Cresol 20.0 g (185 mmol) was dissolved in toluene 400 ml and thereto was added 2,6-lutidine 18.4 g (171 mmol). SnCl4 4.8 g (18 mmol) was added to the mixture and the mixture was stirred for 30 min. at 20° C. Thereto was added paraformaldehyde (purity: 95 weight %) 12.9 g (409 mmol) and the mixture was stirred at 80° C. for 5 hours to the conversion of 78%. And the reaction was kept for 10 hours at 100° C. to confirm the disappearance of the raw material, o-cresol. The reaction solution was cooled to room temperature, extracted with water-toluene in a separatory funnel and the organic layer was dried over anhydrous magnesium sulfate and dried in vacuo to give 2-hydroxy-3-methylbenzaldehyde 24.9 g (yield: 99%, selectivity: 99%).

1. stirringthe mixture was stirred at 80° C. for 5 hours to the conversion of 78%
2. waitAnd the reaction was kept for 10 hours at 100° C.
3. temperatureThe reaction solution was cooled to room temperature
4. extractionextracted with water-toluene in a separatory funnel
5. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
6. customdried in vacuo

ORD record

ord-429d4e4e856245e09232a73983f2f799

Source dataset

uspto-grants-2000_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06080895