Chlorotrimethylsilane → HCID 55254012, compound

HRID 1843938Notes

Reaction equation

HRID 1843938 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH:10]=[CH:11][N+:12]([O-])=O.Cl[Si](C)(C)C.[Li+].[BH4-]>C1COCC1>[F:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[CH2:10][CH2:11][NH2:12]

Participants

5

Reactant 3

HCID 6397ChlorotrimethylsilaneHCID 4148881Lithium borohydrideHCID 66692011HCID 66692011, compound

Product 1

HCID 55254012HCID 55254012, compoundYield 101%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

1-Fluoro-4-methoxy-2-(2-nitro-vinyl)-benzene (3 g, 15.22 mmol) was reacted with chlorotrimethylsilane (13.2 g, 121.51 mmol) and LiBH4 (1.32 g, 60.91 mmol) in dry THF (50 mL) at 0° C. The resulting mixture was stirred for 72 hours at room temperature to afford 2.6 g of the crude product which was used in the next step without further purification.

Sources & evidence

ORD record
ord-b09fab430592431a84efed205992e08e
Source dataset
uspto-grants-2015_02
Patent number
US08946260B2

Reaction notes

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