Tetrahydrofuran → 3'-Methoxypropiophenone

Temperature

40 °C

A solution of ethyl magnesium bromide in diethyl ether (58 ml, 3 M) was added dropwise at room temperature to a mixture of 3-methoxy benzonitrile (21.2 g, 0.159 mol) and dry THF (250 ml). When addition was complete the mixture was stirred for 1 h at room temperature, 3 h at 40° C. and finally stirred overnight at room temperature. Water (250 ml) was added followed by a saturated ammonium chloride solution (250 ml) and the mixture was stirred for 1 h at room temperature. The phases were separated and the aqueous phase was extracted with ethyl acetate (100 ml). The combined organic phases was dried over magnesium sulphate and the solvent evaporated in vacuo to give 25.9 g (99%) of 3'-methoxypropiophenone.

1. additionWhen addition
2. stirringthe mixture was stirred for 1 h at room temperature
3. customThe phases were separated
4. extractionthe aqueous phase was extracted with ethyl acetate (100 ml)
5. dry with materialThe combined organic phases was dried over magnesium sulphate
6. customthe solvent evaporated in vacuo

ORD record

ord-bcd05ed382bb4254a43112aa2e42dbef

Source dataset

uspto-grants-1993_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05198451