Table 4. Synthesis of 6-Amino-1-hydroxy-2,1-benzoxaborolane 6 by Reduction of 12 under Continuous Flow Conditions^a.

entry	Pd/C (mol %)	time (h)	yield (%)
1c	0.34	4	90b
2d	0.34	1	93b
3d	0.17	1	45e
4f	0.34	2.5	95b

^aAll reactions were performed with 12 (0.5 g, 2.8 mmol, 1.0 equiv), Pd/C, and HCO₂NH₄ (3 equiv) in EtOH (20 mL, 40 V), at 25 °C.

^bIsolated yield.

^cIn a 1 mL reactor, flow rate: 0.1 mL/min.

^dIn a 1 mL reactor, flow rate: 0.4 mL/min.

^eAssay yield based on ¹H NMR, 55% of 12 remained.

^fIn a 3 mL reactor, flow rate: 1.5 mL/min, 5 g of 12 was used, and 6 was obtained with >99% HPLC purity after a trituration.