Phosphorus tribromide → HCID 22730382, compound

HRID 2085811Notes

Reaction equation

HRID 2085811 reaction equation
O[CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[CH:11][CH:10]=2)=[C:5]([O:19][CH3:20])[CH:4]=1.[Li+].[Br-].P(Br)(Br)[Br:24]>CN(C=O)C>[Br:24][CH2:2][C:3]1[CH:8]=[CH:7][C:6]([C:9]2[CH:14]=[CH:13][C:12]([C:15]([O:17][CH3:18])=[O:16])=[CH:11][CH:10]=2)=[C:5]([O:19][CH3:20])[CH:4]=1

Participants

5

Reactant 3

HCID 24614Phosphorus tribromideHCID 82050Lithium BromideHCID 22730788HCID 22730788, compound

Product 1

HCID 22730382HCID 22730382, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of Example 417A (1.50 g, 5.51 mmol) in DMF (18.0 mL) at 0° C. was treated with LiBr (526 mg, 6.06 mmol) and PBr3 (1.64 g, 6.06 mmol), warmed to room temperature, and stirred for 30 minutes. The solution was purified by flash column chromatography on silica gel with 3:7 ethyl acetate/hexanes to provide the desired product.

Workup

  1. customThe solution was purified by flash column chromatography on silica gel with 3:7 ethyl acetate/hexanes

Sources & evidence

ORD record
ord-97cb6373c46e4c74b3eedd1963548f9c
Source dataset
uspto-grants-2004_04
Patent number
US06720338B2

Reaction notes

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