Tetrahydrofuran → HCID 22500811, compound

Temperature

36 °C

To a slurry of LAH (2.06 g, 54.29 mmol) in THF (60 mL) was added 3-ethylglutamic acid (3.5 g, 21.71 mmol) dropwise at 0° C. over 20 min. The reaction was heated to 36° C. for 18 h. The reaction slurry (gray) was cooled to 0° C. and quenched with H2O (3 mL) then washed with 1N NaOH (9 mL) and H2O (3 mL). It was then stirred for 6 h at 25° C. to obtain an off-white slurry. The slurry was filtered and the mother liquor was further dried over MgSO4, filtered and concentrated in vacuo to obtain 3-ethyl-2-methylpentane-1,5-diol as a crude yellow oil (2.85 g, 89.17%). Mass Spectrum (+ESI): 170 (M+Na)+.

1. temperatureThe reaction slurry (gray) was cooled to 0° C.
2. customquenched with H2O (3 mL)
3. washthen washed with 1N NaOH (9 mL) and H2O (3 mL)
4. customto obtain an off-white slurry
5. filtrationThe slurry was filtered
6. dry with materialthe mother liquor was further dried over MgSO4
7. filtrationfiltered
8. concentrationconcentrated in vacuo

ORD record

ord-9adef32149944855b9e4325cd348bdd2

Source dataset

uspto-grants-2010_11

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07842718B2