Isobutanol → 2-Methylpropyl phosphorodichloridate

HRID 2082328Notes

Reaction equation

HRID 2082328 reaction equation
[CH3:1][CH:2]([CH3:5])[CH2:3][OH:4].C(N(CC)CC)C.[P:13](Cl)([Cl:16])([Cl:15])=[O:14]>C(OCC)C>[P:13]([Cl:16])([Cl:15])([O:4][CH2:3][CH:2]([CH3:5])[CH3:1])=[O:14]

Participants

5

Reactant 3

HCID 6560IsobutanolHCID 8471TriethylamineHCID 24813Phosphorus oxychloride

Product 1

HCID 125859432-Methylpropyl phosphorodichloridateYield 101.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 1.8 ml (20 mmol) of 2-methyl-1-propanol in diethyl ether (40 ml) is added 2.02 g (20 mmol) of triethylamine, followed by 1.9 ml (20 mmol) of phosphorus oxychloride with stirring and cooling at 0° C. The mixture is stirred at 0° C. for 1 hr. It is then filtered and evaporated under reduced pressure to give 3.86 g of a colorless oil.

Workup

  1. stirringThe mixture is stirred at 0° C. for 1 hr
  2. filtrationIt is then filtered
  3. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-e45a03fad99549a1848b35bb5ce013b7
Source dataset
uspto-grants-1993_02
Patent number
US05189023

Reaction notes

Loading…