Potassium Carbonate → 1-(benzyloxymethyl)-2H-tetrazole

A suspension of 1-H-tetrazole (2.0 g, 28.5 mmol) and potassium carbonate (5.9 g, 42.7 mmol) in DMF (30 mL) was treated with benzyl chloromethyl ether (5.36 g, 34.2 mmol), and the mixture was stirred for 4 hours. Analysis by LC/MS indicated that the reaction was not complete, so the reaction was treated with benzyl chloromethyl ether (0.5 g, 3.19 mmol) and stirred for about 16 h. After this time, the mixture was filtered, and the filtrate was concentrated in vacuo to yield a residue. The residue was diluted with diethyl ether (200 mL), washed 5× with water (50 mL), once with brine, dried over sodium sulfate, and concentrated in vacuo to yield a residue. The residue was purified over a 6×20 mm silica gel column, eluting with 20% then 30% ethyl acetate/hexanes to yield the title compound (2.39 g, 44% yield), and 1-(benzyloxymethyl)-2H-tetrazole (2.56 g, 47% yield).

1. stirringstirred for about 16 h
2. filtrationAfter this time, the mixture was filtered
3. concentrationthe filtrate was concentrated in vacuo
4. customto yield a residue
5. washwashed 5× with water (50 mL)
6. dry with materialonce with brine, dried over sodium sulfate
7. concentrationconcentrated in vacuo
8. customto yield a residue
9. customThe residue was purified over a 6×20 mm silica gel column
10. washeluting with 20%

ORD 기록

ord-2048772766ec48038c53957ace20d300

출처 데이터셋

uspto-grants-2013_08

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US08501782B2