1,2-Difluoro-4-nitrobenzene → HCID 58377132, compound

HRID 633438Notes

Reaction equation

HRID 633438 reaction equation
[F:1][C:2]1[CH:3]=[C:4]([N+:9]([O-:11])=[O:10])[CH:5]=[CH:6][C:7]=1F.CC(C)([O-])C.[K+].[Si:18]([O:25][CH2:26][CH2:27][OH:28])([C:21]([CH3:24])([CH3:23])[CH3:22])([CH3:20])[CH3:19]>C1COCC1>[C:21]([Si:18]([O:25][CH2:26][CH2:27][O:28][C:7]1[CH:6]=[CH:5][C:4]([N+:9]([O-:11])=[O:10])=[CH:3][C:2]=1[F:1])([CH3:20])[CH3:19])([CH3:24])([CH3:23])[CH3:22]

Participants

5

Reactant 3

HCID 1230531,2-Difluoro-4-nitrobenzeneHCID 111376652-(tert-Butyl(dimethyl)silyl)oxyethanolHCID 23665647Potassium tert-butoxide

Product 1

HCID 58377132HCID 58377132, compoundYield 102.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The same procedure detailed below for Compound 133 was used, but using 3,4-difluoronitrobenzene (225 mg, 1.4 mmol), potassium tert-butoxide (354 mg, 3.2 mmol) and 2-((tert-butyldimethylsilyl)oxy)ethan-1-ol (506 mg, 2.9 mmol) in THF (3 mL) to give the product (451 mg) after workup (yield assumed quantitative). The product was used in the next step without further purification.

Sources & evidence

ORD record
ord-8e84b5f8cbe34142baeebc868d6f800e
Source dataset
uspto-grants-2016_04
Patent number
US09321763B2

Reaction notes

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