Hydrochloric Acid → 5-Chloromethylfurfural

150 Ml of toluene was introduced to the same flask as used in Example 1, and while introducing a nitrogen gas with slow stirring of toluene, the temperature of the water bath was set at 75° C. Thereafter, a paste-like liquid prepared by well-mixing 18.0 g of crystalline fructose with 2.2 g of water, and then 20.4 g (one equivalent based on the fed fructose) of MgCl2.6H2O were successively added to the stirred toluene layer. After completion of the addition, stirring was carried out at 400 r.p.m. for about 30 minutes. Thereafter, 31.4 g of 35% hydrochloric acid was added dropwise in 5 minutes from the dropping funnel to the stirred solution. After completion of the dropwise addition, stirring was continued at 400 r.p.m. at 75° C. for 1 hour, at which point heating was stopped and the reaction system was immediately lowered to room temperature (about 25° C.). During that period, stirring was still continued. After standing at room temperature, the post treatment of the solution was carried out in the same manner as in Example 1 and was obtained 12.5 g (yield 86.6%) of 5-chloromethylfurfural as product.

1. additionwhile introducing a nitrogen gas
2. customwas set at 75° C
3. customThereafter, a paste-like liquid prepared
4. additionAfter completion of the addition
5. additionAfter completion of the dropwise addition
6. stirringstirring
7. waitat 75° C. for 1 hour
8. temperatureat which point heating
9. customwas immediately lowered to room temperature
10. custom(about 25° C.)
11. waitDuring that period
12. stirringstirring
13. customAfter standing at room temperature

ORD record

ord-fb0b2bb74e4646f8aa697f0d33c8efdb

Source dataset

uspto-grants-1984_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04424390