4-Amino-1-butanol → HCID 86628445, compound

Temperature

75 °C

A mixture of 3-bromomethyl-pentane (3.0 g, 20 mmol) and 4-amino-1-butanol (5.06 mL, 55 mmol) in ethanol (20 mL) was heated at 75° C. for 16 h. The reaction mixture was concentrated and the resulting residue was diluted with dichloromethane (50 mL). The organic layer was partitioned with water (50 mL) and the aqueous layer extracted with dichloromethane (20 mL). Combined organic layers were dried over magnesium sulfate, filtered, and concentrated to give the title compound as an oil (2.8 g). 1H NMR (d6-DMSO, 400 MHz) δ (ppm): 3.37 (t, J=6.0 Hz, 2H), 2.46 (t, J=6.8 Hz, 2H), 2.37 (d, J=5.2 Hz, 2H), 1.43-1.41 (m, 4H), 1.31-1.24 (m, 5H), 0.81 (t, J=7.2 Hz, 6H).

1. concentrationThe reaction mixture was concentrated
2. additionthe resulting residue was diluted with dichloromethane (50 mL)
3. customThe organic layer was partitioned with water (50 mL)
4. extractionthe aqueous layer extracted with dichloromethane (20 mL)
5. dry with materialCombined organic layers were dried over magnesium sulfate
6. filtrationfiltered
7. concentrationconcentrated

ORD record

ord-757f71afaa6c4f75bdc8ffe9ace89f0a

Source dataset

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08518966B2