Hydrochloric Acid → Dimethyl 2-hydroxypropylphosphonate

HRID 1657981Notes

Reaction equation

HRID 1657981 reaction equation
[CH3:1][O:2][P:3]([CH2:7][CH:8]([O:10]C(=O)C)[CH3:9])(=[O:6])[O:4][CH3:5].Cl.C(OC)(=O)C.CO>CO>[CH3:1][O:2][P:3]([CH2:7][CH:8]([OH:10])[CH3:9])(=[O:6])[O:4][CH3:5]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 11389366Methyl acetate methanolHCID 542170052-Acetoxy-2-methylethane-phosphonic acid dimethyl ester

Product 1

HCID 10630927Dimethyl 2-hydroxypropylphosphonateYield 76%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

100 g of 2-acetoxy-2-methylethane-phosphonic acid dimethyl ester are heated for about 5 hours to 65°-75°C in 200 ml of methanol containing 1 wt.% of HCl. A mixture of methyl acetate/methanol is removed continuously by distillation over a column. The residue is fractionated in high vacuum. 60 g of 2-hydroxy-2-methyl-ethane-phosphonic acid dimethyl ester (b.p.: 125°-127°C/1.5 torr) are obtained, corresponding to a yield of 76% of the theoretical.

Workup

  1. customis removed continuously by distillation over a column

Sources & evidence

ORD record
ord-803f63ef372949cc897f8542e516d2d3
Source dataset
uspto-grants-1976_06
Patent number
US03962378

Reaction notes

Loading…