Sodium Hydroxide → HCID 69910131, compound

HRID 1683657Notes

Reaction equation

HRID 1683657 reaction equation
[P:1]([O:21]C)([O:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)([O:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)=[O:2].C[Si](Br)(C)C.[OH-].[Na+:29]>C(#N)C.CO>[P:1]([O-:21])([O:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1)([O:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1)=[O:2].[Na+:29]

Participants

6

Reactant 3

HCID 14798Sodium HydroxideHCID 76113BromotrimethylsilaneHCID 53706395HCID 53706395, compound

Product 1

HCID 69910131HCID 69910131, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 6342AcetonitrileSolvent

Conditions

Temperature
0 °C

Procedure

A solution of 0.26 g (0.8 mmol) of bis(phenethyl) methyl phosphate in 3.2 mL of dry acetonitrile was stirred at 0° C. under N2 while 0.23 mL (2.18 eq.) of TMSBr was added dropwise. The solution was stirred at 0° C. for 1.5 hours. The solvent was removed and the residue was dissolved in NaOH (1.0 eq.) in MeOH solution. After 30 minutes at room temperature, the solution was concentrated, and the white solid was taken up in ether (6.0 mL) and filtered to give sodium bis(phenethyl) phosphate.

Workup

  1. additionwas added dropwise
  2. customThe solvent was removed
  3. waitAfter 30 minutes at room temperature
  4. concentrationthe solution was concentrated
  5. filtrationfiltered

Sources & evidence

ORD record
ord-23622a3dd4664f6eb3ebbb947696e2c4
Source dataset
uspto-grants-1997_06
Patent number
US05639732

Reaction notes

Loading…