3-(Benzyloxy)cyclobutanol

Preparation of R Synthesis of 2-bromo-l-(bromomethyl)-l-(phenylmethoxy)ethane [0299] The mixture of 1 (60.1 g, 0.47 mol), benzyl bromide (80 g, 0.47 mol) and Hga Step 1. 3-(benzyloxy)cyclobutanol [0640] A 100-mL round-bottom flask was charged with 3-(benzyloxy)cyclobutanone (2.00 g, 11.4 mmol), tetrahydrofuran (20 mL), and methanol (1 mL), and the solution was cooled to 0 °C. Sodium borohydride (0.475 g, 12.5 mmol) was added portionwise, and the resulting mixture stirred for 30 min at room temperature. The reaction mixture was poured into water (30 mL), and extracted with ethyl acetate (2 x 30 mL). The combined organic layers were dried over anhydrous sodium sulfate, filtered, and concentrated to afford 3-(benzyloxy)cyclobutanol (1.83 g, 90percent) as yellow oil. MS (ESI, pos. ion) m/z 179[M+H]10634] To a solution of 323-1 (2.5 g, 14.2 mmol) in THT ( 10 mL) and MeOH ( 10 niL) was added NaBHA solution of 3-(benzyloxy)cyclobutanone (AA) (2 g, 11.34 m mol) in THF (40 ml) at 0° C. was added drop-wise to a stirred suspension of LAH (474 mg, 12.48 mmol) in THF (40 ml) and stirred at 25° C. for 2 hours. The reaction mixture was quenched with water and filtered through a bed of celite. The filtrate was then concentrated to provide BB (1.6 g, 79percent).

Molecular Weight:178.23
XLogP3:1.5
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:178.099379685
Monoisotopic Mass:178.099379685
Topological Polar Surface Area:29.5
Heavy Atom Count:13
Complexity:146
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes