4-Bromo-m-cresol → HCID 21877314, compound

HRID 724402Notes

Reaction equation

HRID 724402 reaction equation
BrC1C=CC(O)=CC=1C.[Br:10][C:11]1[C:25]([CH3:26])=[CH:24][C:14]([O:15][CH2:16][O:17][CH2:18][CH2:19][Si:20]([CH3:23])([CH3:22])[CH3:21])=[C:13](OC)[CH:12]=1>>[Br:10][C:11]1[CH:12]=[CH:13][C:14]([O:15][CH2:16][O:17][CH2:18][CH2:19][Si:20]([CH3:21])([CH3:22])[CH3:23])=[CH:24][C:25]=1[CH3:26]

Participants

3

Reactant 2

HCID 728574-Bromo-m-cresolHCID 21877361HCID 21877361, compound

Product 1

HCID 21877314HCID 21877314, compoundYield 86%

Procedure

[2-(4-Bromo-3-methyl-phenoxymethoxy)-ethyl]-trimethyl-silane was prepared in 86% yield from 4-bromo-3-methyl-phenol according to the procedure for [2-(4-bromo-2-methoxy-5-methyl-phenoxymethoxy)-ethyl]-trimethyl-silane. 1H NMR (300 MHz, CDCl3) δ 7.39 (d, 1 H, J=8.7 Hz), 6.93 (d, 1 H, J=2.7 Hz), 6.75 (dd, 1 H, J=8.7, 2.7 Hz), 5.16 (s, 2 H), 3.74 (t, 2 H, J=8.4 Hz), 2.36 (s, 3H), 0.95 (t, 2 H, J=8.4 Hz), 0.01 (s, 9 H). Anal. (C13H21BrO2Si) C, H. Calculated: C, 49.21; H, 6.67. Found: C, 49.33; H, 6.67.

Sources & evidence

ORD record
ord-29dbc6e11b3f41a39739b01ee4dc9e1a
Source dataset
uspto-grants-2006_11
Patent number
US07141587B2

Reaction notes

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