3-(Oxolan-3-yl)propanoic acid → 3-(Tetrahydro-3-furanyl)-1-propanol

Temperature

0 °C

To a solution of 3-(tetrahydro-3-furanyl)propanoic acid (1 g, 6.94 mmol) in dry THF (20 ml) at 0° C. was added a 1M solution of Boron THF complex (21.16 ml, 21.16 mmol) in THF dropwise over 2 mins. The mixture was stirred at 0° C. for 1 hour then allowed to warm to room temperature and stirred for 18 h. The reaction mixture was cautiously quenched with methanol (˜20 ml) and the solvent removed in vacuo. The residue was re-dissolved in methanol and concentrated in vacuo four times to give the title compound a colourless oil (3.37 g)

1. temperatureto warm to room temperature
2. stirringstirred for 18 h
3. customThe reaction mixture was cautiously quenched with methanol (˜20 ml)
4. customthe solvent removed in vacuo
5. dissolutionThe residue was re-dissolved in methanol
6. concentrationconcentrated in vacuo four times

ORD record

ord-e7bfce34c949414b8d0249b153be9f92

Source dataset

uspto-grants-2011_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07977344B2