Dinitrobenzonitrile → 2-(5-(Tert-butyldimethylsilyloxy)pentyloxy)-6-nitrobenzonitrile

HRID 711872Notes

Reaction equation

[C:1]([Si:5]([CH3:14])([CH3:13])[O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][OH:12])([CH3:4])([CH3:3])[CH3:2].[N+:15]([C:18]1[CH:25]=[CH:24][CH:23]=[C:22]([N+]([O-])=O)[C:19]=1[C:20]#[N:21])([O-:17])=[O:16]>>[Si:5]([O:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][O:12][C:22]1[CH:23]=[CH:24][CH:25]=[C:18]([N+:15]([O-:17])=[O:16])[C:19]=1[C:20]#[N:21])([C:1]([CH3:4])([CH3:3])[CH3:2])([CH3:14])[CH3:13]

Participants

Reactant 2

HCID 520718Dinitrobenzonitrile

HCID 36143185-((Tert-butyldimethylsilyl)oxy)pentan-1-ol

Product 1

HCID 667458952-(5-(Tert-butyldimethylsilyloxy)pentyloxy)-6-nitrobenzonitrileYield 46%

Procedure

Prepared as in Example 215c from 5-(tert-butyldimethyl-silyloxy)pentan-1-ol and 2,6-dinitrobenzonitrile as a pale yellow solid in 46% yield. MS 365 (MH+).

Sources & evidence

ORD record: ord-1b896d2e5b344e14b0dbf9f8f758fc2f
Source dataset: uspto-grants-2015_11
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US09181276B2

Reaction notes

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