HCID 131720235, compound → HCID 131720233, compound

HRID 1489197Notes

Reaction equation

HRID 1489197 reaction equation
C(C1C(O[SiH](C)C)=CC=CC=1C=O)(C)(C)C.[C:17]([C:21]1[CH:32]=[C:31](Br)[C:30](OC)=[CH:29][C:22]=1[CH:23]([OH: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]([OH:28])[O:24][SiH:25]([CH3:26])[CH3:27])([CH3:20])([CH3:18])[CH3:19]

Participants

3

Reactant 2

HCID 131720235HCID 131720235, compoundHCID 178504371HCID 178504371, compound

Product 1

HCID 131720233HCID 131720233, compoundYield 66%

Procedure

This compound was prepared from 2-(tert-butyl)dimethylsilyloxybenzaldehyde (7) (4.23 g, 17.9 mmol) in the manner previously described for the synthesis of benzyl alcohol 5, affording 2.81 g (66%) of the silyloxybenzyl alcohol as a pale yellow oil. 1H NMR (400 MHz, CDCl3) δ0.26 [s, 6H, Si(CH3)2 ], 1.02 [s, 9H, SiC(CH3)3 ], 4.68 (d, 2H, J=6.3 Hz, CH2OH), 6.81 (d, 1H, J=6.3 Hz, Ar--H), 6.95 (dd, 1H, J=7.1, 7.1 Hz, Ar--H), 7.17 (ddd, 1H, J=9.5, 7.8 1.7 Hz, Ar--H), 7.30 ppm (dd, 1H, J=5.8, 1.6 Hz, Ar--H).

Sources & evidence

ORD record
ord-cef76245426f45e9855227d00a8dd9c6
Source dataset
uspto-grants-1997_10
Patent number
US05677336

Reaction notes

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