HCID 131720233, compound → HCID 131720236, compound

HRID 1489198Notes

Reaction equation

HRID 1489198 reaction equation
C(C1C=CC=CC=1C(O)O[SiH](C)C)(C)(C)C.[C:17]([C:21]1[CH:32]=[C:31](Br)[C:30](OC)=[CH:29][C:22]=1[CH:23]([Br:28])[O:24][SiH:25]([CH3:27])[CH3:26])([CH3:20])([CH3:19])[CH3:18]>>[C:17]([C:21]1[CH:32]=[CH:31][CH:30]=[CH:29][C:22]=1[CH:23]([Br:28])[O:24][SiH:25]([CH3:26])[CH3:27])([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 2

HCID 131720233HCID 131720233, compoundHCID 131720237HCID 131720237, compound

Product 1

HCID 131720236HCID 131720236, compoundYield 32%

Procedure

This compound was prepared from 2-(tert-butyl)dimethylsilyloxybenzyl alcohol (8) (2.81 g, 11.8 mmol) in the manner previously described for the synthesis of benzyl bromide 6, affording 1.14 g (32%) of the silyloxybenzyl bromide as a colorless oil. 1H NMR (400 MHz, CDCl3) δ0.30 [s, 6H, Si(CH3)2 ], 1.07 [s, 9H, SiC(CH3)3 ], 4.54 (s, 2H, CH2Br), 6.83 (d, 1H, J=6.2 Hz, Ar--H), 6.93 (dd, 1H, J=7.1, 7.1 Hz, Ar--H), 7.19 (ddd, 1H, J=9.4, 7.9, 1.6 Hz, Ar--H) 7.34 ppm (dd, 1H, J=5.8, 1.6 Hz, Ar--H). ##STR4##

Sources & evidence

ORD record
ord-a25a2d6c3ef54ca59903a80f0eb3283b
Source dataset
uspto-grants-1997_10
Patent number
US05677336

Reaction notes

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