Tavaborole → 5-Methyl-1,3-dihydro-2,1-benzoxaborol-1-ol

HRID 424373Notes

Reaction equation

HRID 424373 reaction equation
Br[C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=1[CH2:9][O:10]COC.FC1C=CC2[B:22](O)[O:21]CC=2C=1>>[OH:21][B:22]1[C:2]2[CH:7]=[CH:6][C:5]([CH3:8])=[CH:4][C:3]=2[CH2:9][O:10]1

Participants

3

Reactant 2

HCID 11499245TavaboroleHCID 590087822-Bromo-5-methyl-1-(methoxymethoxymethyl)benzene

Product 1

HCID 118457495-Methyl-1,3-dihydro-2,1-benzoxaborol-1-ol

Procedure

This compound was made from 18e in the same manner as compound 19b: mp 124-128° C.; 1H NMR (300 MHz, DMSO-d6) δ (ppm) 2.33 (s, 3H), 4.91 (s, 2H), 7.13 (d, J=7.2 Hz, 1H), 7.18 (s, 1H), 7.58 (d, J=7.2 Hz, 1H), 9.05 (s, 1H); ESI-MS m/z 147 (M−H)−; HPLC purity 99.0%; Anal (C8HgBO2) C, H.

Sources & evidence

ORD record
ord-838b577167ae45c4ae179eda9e56e010
Source dataset
uspto-grants-2012_01
Patent number
US08106031B2

Reaction notes

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