Propargyl alcohol → Phosphoric acid, diethyl 2-propyn-1-yl ester

HRID 2286160

Reaction equation

HRID 2286160 reaction equation
[Cl-].[CH2:2]([O:4][P:5](=O)([OH:9])[O:6][CH2:7][CH3:8])[CH3:3].[OH-].[Na+].[CH2:13]([OH:16])[C:14]#[CH:15]>O>[CH2:13]([O:16][P:5](=[O:9])([O:6][CH2:7][CH3:8])[O:4][CH2:2][CH3:3])[C:14]#[CH:15]

Participants

5

Reactant 3

HCID 7859Propargyl alcoholHCID 14798Sodium HydroxideHCID 20975603Phosphoric acid diethyl ester chloride

Product 1

HCID 95212Phosphoric acid, diethyl 2-propyn-1-yl esterYield 70%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

1 mol of phosphoric acid diethyl ester chloride and 1.07 mols of 50% strength sodium hydroxide solution were added dropwise to 3.33 mols of propargyl alcohol (233% excess) at 15°-20° C. The mixture was stirred for 15 minutes, water was added to dissolve the salt and the mixture was extracted with 800 ml of chloroform. On distillation, 70% of phosphoric acid diethyl propargyl ester was obtained.

Workup

  1. dissolutionto dissolve the salt
  2. extractionthe mixture was extracted with 800 ml of chloroform
  3. distillationOn distillation

Sources & evidence

ORD record
ord-4a94c66ac30c435aa4477cc4d684735b
Source dataset
uspto-grants-1982_04
Patent number
US04327040

Linked notes

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