HCID 21877314, compound → HCID 21877392, compound

HRID 1862136Notes

Reaction equation

HRID 1862136 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

3

Reactant 2

HCID 21877314HCID 21877314, compoundHCID 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, 1H, J=8.1 Hz), 6.98-6.92 (m, 2H), 5.29 (s, 2H), 3.78 (t, 2H, J=8.4 Hz), 2.78 (s, 3H), 0.98 (t, 2H, J=8.4 Hz), 0.01 (s, 9H). Anal. (C13H23BO4Si—H2O) C, H. Calculated: C, 59.10; H, 8.01. Found: C, 59.07; H, 8.08.

Sources & evidence

ORD record
ord-d35dd61db53a4edeb03791df0133b7b9
Source dataset
uspto-grants-2003_03
Patent number
US06534524B1

Reaction notes

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