Tetramethylammonium hydroxide → Tetramethylammonium ditert-butyl hydrogen phosphate

HRID 1097267Notes

Reaction equation

HRID 1097267 reaction equation
[P:1]([OH:13])([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([O:3][C:4]([CH3:7])([CH3:6])[CH3:5])=[O:2].[OH-].[CH3:15][N+:16]([CH3:19])([CH3:18])[CH3:17]>CC(C)=O>[C:4]([O:3][P:1]([O:8][C:9]([CH3:12])([CH3:11])[CH3:10])([OH:13])=[O:2])([CH3:7])([CH3:6])[CH3:5].[CH3:15][N+:16]([CH3:19])([CH3:18])[CH3:17]

Participants

4

Reactant 2

HCID 60966Tetramethylammonium hydroxideHCID 429756Phosphoric acid, bis(1,1-dimethylethyl) ester

Product 1

HCID 86609697Tetramethylammonium ditert-butyl hydrogen phosphate

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Conditions

Temperature
0 °C

Procedure

A solution of the di-tert-butyl hydrogen phosphate obtained in step a) was dissolved in acetone (10 ml) and cooled to 0° C. To this solution was added a 10% aqueous solution of tetramethylammonium hydroxide (2.4 ml, 2.6 mmol), and the homogeneous solution was evaporated under reduced pressure to provide a solid, which was crystallized from refluxing 1,2-dimethoxyethane to provide tetramethylammonium ditert-butyl hydrogen phosphate as a white solid.

Workup

  1. customthe homogeneous solution was evaporated under reduced pressure
  2. customto provide a solid, which
  3. customwas crystallized
  4. temperaturefrom refluxing 1,2-dimethoxyethane

Sources & evidence

ORD record
ord-aaaa61214fe04edeb11468c485e4e1de
Source dataset
uspto-grants-2012_03
Patent number
US08143249B2

Reaction notes

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