Peracetic Acid → Butyl 2-(4-hydroxyphenoxy)propanoate

While stirring a mixture of 25 g of (+)-butyl 2-(4-formylphenoxy)propionate ([α]D25 =+44.1°) and 75 g of toluene at room temperature, 22.8 g of 40% peracetic acid was dropwise added. After the reaction at 50° C. for 2 hours, the reaction mixture was subjected to liquid separation with an addition of water. The toluene layer was separated and washed with water. To the toluene layer, 25 g of sodium hydrogen carbonate and water was added, and the mixture was reacted at 50° C. for 5 hours. Then, the reaction mixture was subjected to liquid separation. The organic layer was washed twice with water. The organic layer was concentrated by distilling off toluene, and then subjected to distillation under reduced pressure, whereby 19.0 g of (+)-butyl 2-(4-hydroxyphenoxy)propionate was obtained as a colorless transparent liquid. The boiling point was 160° C./1 mmHg.

1. customAfter the reaction at 50° C. for 2 hours
2. customthe reaction mixture was subjected to liquid separation with an addition of water
3. customThe toluene layer was separated
4. washwashed with water
5. additionTo the toluene layer, 25 g of sodium hydrogen carbonate and water was added
6. customthe mixture was reacted at 50° C. for 5 hours
7. customThen, the reaction mixture was subjected to liquid separation
8. washThe organic layer was washed twice with water
9. concentrationThe organic layer was concentrated
10. distillationby distilling off toluene
11. distillationsubjected to distillation under reduced pressure

ORD record

ord-7dc85adcff4049249fc9825ed4bdeb63

Source dataset

uspto-grants-1985_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04537984