Tavaborole → 2,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy-

HRID 424374Notes

Reaction equation

HRID 424374 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][O:11]COC.FC1C=CC2[B:23](O)[O:22]CC=2C=1>>[OH:22][B:23]1[C:2]2[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=2[CH2:10][O:11]1

Participants

3

Reactant 2

HCID 11499245TavaboroleHCID 667049872-Bromo-5-methoxy-1-(methoxymethoxymethyl)benzene

Product 1

HCID 118461172,1-Benzoxaborole, 1,3-dihydro-1-hydroxy-5-methoxy-

Procedure

This compound was made from 18g in the same manner as compound 19b: mp 102-104° C.; 1H NMR (300 MHz, DMSO-d6) δ (ppm) 3.77 (s,3H), 4.91 (s, 2H), 6.88 (d, J=8.1 Hz, 1H), 6.94 (s, 1H), 7.60 (d, J=8.1 Hz, 1H), 8.95 (s, 1H); ESI-MS m/z 163 (M−H)−; HPLC purity 100%; Anal (C8HgBO3) C, H.

Sources & evidence

ORD record
ord-7fe3c2e04e024b40b3d798b058631c95
Source dataset
uspto-grants-2012_01
Patent number
US08106031B2

Reaction notes

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