Propylene Oxide → alpha-Methyl-2-furanethanol

To a solution of furan (7.93 g) in tetrahydrofuran (100 ml) cooled to 5° C. was added dropwise n-butyl lithium (80.2 ml, 1.6M in hexanes). The mixture was stirred for 2 h. A solution of propylene oxide (12.2 ml) was added dropwise and the resulting mixture was stirred at 0° C. for 1 h. The reaction mixture was quenched with saturated ammonium chloride and extracted with diethyl ether. The organics were dried (MgSO4) and concentrated. The crude oil was distilled to give 1-(2-furyl)-propan-2-ol (3.85 g, b.p. 68-70° C. at 6.0 mm).

1. stirringthe resulting mixture was stirred at 0° C. for 1 h
2. customThe reaction mixture was quenched with saturated ammonium chloride
3. extractionextracted with diethyl ether
4. dry with materialThe organics were dried (MgSO4)
5. concentrationconcentrated
6. distillationThe crude oil was distilled

ORD record

ord-d72e89fe53f54547a35b54881864a80b

Source dataset

uspto-grants-2008_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07358376B2