Potassium Hydroxide → HCID 23404119, compound

Dimethyl sulphoxide (10 mL, dried over 4 A molecular sieve) was added to potassium hydroxide (1.12 g, 0.02 mol, crushed pellets) and the mixture was stirred for 5 minutes. 1H-Tetrazole (0.35 g, 0.005 mol) was then added and the mixture was stirred for 2 hours. 4-Bromobenzyl bromide (1.87 g, 0.0075 mol) was added and the mixture was cooled briefly and stirred for a further hour before adding water (50 mL). The mixture was extracted with ether (3×80 mL) and each extract was washed with water (3×50 mL). The combined ether layers were dried over MgSO4 and the solvent using removed in vacuo. The residue was chromatographed on silica gel with CHCl3:MeOH (40:1) as eluent yielding the sub-title compound (0.98 g, yield: 82%).

1. dry with materialDimethyl sulphoxide (10 mL, dried over 4 A molecular sieve)
2. stirringthe mixture was stirred for 2 hours
3. temperaturethe mixture was cooled briefly
4. stirringstirred for a further hour
5. extractionThe mixture was extracted with ether (3×80 mL)
6. washeach extract was washed with water (3×50 mL)
7. dry with materialThe combined ether layers were dried over MgSO4
8. customthe solvent using removed in vacuo
9. customThe residue was chromatographed on silica gel with CHCl3:MeOH (40:1) as eluent

ORD record

ord-08ccfeff17484474981d0d3badcb1f38

Source dataset

uspto-grants-2010_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07652054B2