Bromotrimethylsilane → HCID 19756902, compound

HRID 1588053Notes

Reaction equation

HRID 1588053 reaction equation
P(OP([O-])=O)([O-])=O.[K+].[C:9]1([C:15]2[CH2:19][C:18]([P:24](=[O:27])([OH:26])[O-:25])([P:20](=[O:23])([OH:22])[OH:21])[O:17][N:16]=2)[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=1.Br[Si](C)(C)C>C(Cl)(Cl)Cl>[C:9]1([C:15]2[CH2:19][C:18]([P:24](=[O:25])([OH:27])[OH:26])([P:20](=[O:21])([OH:22])[OH:23])[O:17][N:16]=2)[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

5

Reactant 3

HCID 76113BromotrimethylsilaneHCID 88464924HCID 88464924, compoundHCID 178527068HCID 178527068, compound

Product 1

HCID 19756902HCID 19756902, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

The diphosphonate, [3-phenyl-5(4H)-isoxazolylidene]bisphosphonic acid tetraethyl ester (III, EXAMPLE 9, 2.10 g) in chloroform (10 ml) is treated with bromotrimethylsilane (4.0 ml) and heated to 50°-60° for 5 hrs. The reaction is concentrated under reduced pressure with heat, taken up in ethyl acetate, extracted with water, and the aqueous fractions are filtered and freeze dried to give (3-phenyl-5(4H)isoxazolylidene)bisphosphonic acid.

Workup

  1. temperatureheated to 50°-60° for 5 hrs
  2. concentrationThe reaction is concentrated under reduced pressure
  3. temperaturewith heat
  4. extractionextracted with water
  5. filtrationthe aqueous fractions are filtered
  6. customfreeze dried

Sources & evidence

ORD record
ord-750e441dcde64ec78dcc9b28a4096bdb
Source dataset
uspto-grants-1993_06
Patent number
US05220021

Reaction notes

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