Reaction #172379

ord-0bcd3dacdb0645a89ab81d6c03ce4396

Reaction equation

CC(C)(C)[Si](OCc1ccc[nH]c1=O)(c1ccccc1)c1ccccc1
compound
CC(C)(C)[Si](OCc1ccc[nH]c1=O)(c1ccccc1)c1ccccc1
3-({[tert-Butyl(diphenyl)silyl]oxy}methyl)pyridin-2(1H)-one
Cc1cc([N+](=O)[O-])ccc1F
2-fluoro-5-nitrotoluene
→
Cc1cc([N+](=O)[O-])ccc1-n1cccc(CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)c1=O
title compound
Cc1cc([N+](=O)[O-])ccc1-n1cccc(CO[Si](c2ccccc2)(c2ccccc2)C(C)(C)C)c1=O
3-({[tert-Butyl(diphenyl)silyl]oxy}methyl)-1-(2-methyl-4-nitrophenyl)pyridin-2(1H)-one

Reactants

CC(C)(C)[Si](OCc1ccc[nH]c1=O)(c1ccccc1)c1ccccc1
compound
CC(C)(C)[Si](OCc1ccc[nH]c1=O)(c1ccccc1)c1ccccc1
3-({[tert-Butyl(diphenyl)silyl]oxy}methyl)pyridin-2(1H)-one
Cc1cc([N+](=O)[O-])ccc1F
2-fluoro-5-nitrotoluene

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Analogously to Example 4A, 1.50 g (4.13 mmol) of the compound from Example 3A are reacted with 704 mg (4.54 mmol) of 2-fluoro-5-nitrotoluene. This gives 570 mg (28% of theory) of the title compound.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846934B2uspto-grants-2014_09