tert-Butyldimethylsilyl chloride → HCID 11270883, compound

HRID 895228Notes

Reaction equation

HRID 895228 reaction equation
[Br:1][C:2]1[C:3]([OH:14])=[CH:4][C:5]2[C:10]([CH:11]=1)=[CH:9][C:8]([Br:12])=[CH:7][C:6]=2[Cl:13].[CH3:15][C:16]([Si:19](Cl)([CH3:21])[CH3:20])([CH3:18])[CH3:17]>>[C:16]([Si:19]([O:14][C:3]1[C:2]([Br:1])=[CH:11][C:10]2[C:5](=[C:6]([Cl:13])[CH:7]=[C:8]([Br:12])[CH:9]=2)[CH:4]=1)([CH3:21])[CH3:20])([CH3:18])([CH3:17])[CH3:15]

Participants

3

Reactant 2

HCID 28928tert-Butyldimethylsilyl chlorideHCID 11461825HCID 11461825, compound

Product 1

HCID 11270883HCID 11270883, compound

Procedure

The title compound was prepared by reacting 3,6-dibromo-8-chloro-2-naphthol (3.00 g, 8.92 mmol) with TBDMS-Cl (1.75 g, 150.7 mmol) according to method F to yield 3.36 g (84%) of a white solid: mp 58-64° C.; 1H NMR (CDCl3): δ 0.34 (6H, s), 1.08 (9H, s), 7.57 (1H, s), 7.62 (1H, d, J=1.72 Hz), 7.75 (1H, d, J=1.24 Hz), 7.97 (1H, s); MS (ESI) m/z333/335/337 (M−H)−.

Sources & evidence

ORD record
ord-2ed2cb668cc5431aa36f23879825b690
Source dataset
uspto-grants-2005_07
Patent number
US06914074B2

Reaction notes

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