HCID 21877314, compound → HCID 21877392, compound

HRID 724403Notes

Reaction equation

BrC1C=CC(OCOCC[Si](C)(C)C)=CC=1C.CO[C:20]1[C:21]([O:30][CH2:31][O:32][CH2:33][CH2:34][Si:35]([CH3:38])([CH3:37])[CH3:36])=[CH:22][C:23]([CH3:29])=[C:24]([B:26]([OH:28])[OH:27])[CH:25]=1>>[CH3:29][C:23]1[CH:22]=[C:21]([O:30][CH2:31][O:32][CH2:33][CH2:34][Si:35]([CH3:36])([CH3:38])[CH3:37])[CH:20]=[CH:25][C:24]=1[B:26]([OH:28])[OH:27]

Participants

Reactant 2

HCID 21877314HCID 21877314, compound

HCID 21877338HCID 21877338, compound

Product 1

HCID 21877392HCID 21877392, compoundYield 52%

Procedure

2-Methyl-4-[2-(trimethyl-silanyl)-ethoxymethoxy]-phenyl-boronic acid was prepared in 52% yield from [2-(4-bromo-3-methyl-phenoxymethoxy)-ethyl]-trimethyl-silane according to the procedure for 5-methoxy-2-methyl-4-[2-(trimethyl-silanyl)-ethoxymethoxy]-phenyl-boronic acid above. 1H NMR (300 MHz, CDCl3) δ 8.15 (d, 1 H, J=8.1 Hz), 6.98–6.92 (m, 2 H), 5.29 (s, 2 H), 3.78 (t, 2 H, J=8.4 Hz), 2.78 (s, 3 H), 0.98 (t, 2 H, J=8.4 Hz), 0.01 (s, 9 H). Anal. (C13H23BO4Si—H2O)C, H. Calculated: C, 59.10; H, 8.01. Found: C, 59.07; H, 8.08.

Sources & evidence

ORD record: ord-fa8578c3a5e34962b78970df45635196
Source dataset: uspto-grants-2006_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07141587B2

Reaction notes

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