Ethyl 2-hydroxyisobutyrate → Ethyl 2-fluoroisobutyrate

Temperature

0 °C

Into a 50-ml autoclave having a teflon-made internal cylinder were placed 9 ml of a hydrogen fluoride/pyridine mixture [hydrogen fluoride/pyridne =70/30 (wt/wt), containing about 300 mM of hydrogen fluoride] and 9.15 g (91.5 mM) of fluorosulfuric acid. The autoclave contents were cooled to 0° C. Thereto was added 4.0 g (30.5 mM) of ethyl 2-hydroxyisobutyrate. The resulting mixture was subjected to a reaction at 40° C. for 4 hours. After the completion of the reaction, the reaction mixture was poured into ice water. The resulting mixture was extracted with methylene chloride. The extract was dried over anhydrous sodium sulfate and subjected to vacuum distillation to remove methylene chloride. The resulting residue was subjected to distillation to obtain 2.1 g (yield: 52%) of ethyl 2-fluoroisobutyrate having a boiling point of 124°-126° C.

1. customThe resulting mixture was subjected to a reaction at 40° C. for 4 hours
2. customAfter the completion of the reaction
3. extractionThe resulting mixture was extracted with methylene chloride
4. dry with materialThe extract was dried over anhydrous sodium sulfate
5. distillationsubjected to vacuum distillation
6. customto remove methylene chloride
7. distillationThe resulting residue was subjected to distillation

ORD record

ord-6415da130c1445fe8a50521db281676d

Source dataset

uspto-grants-1992_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05175345