Acetone → ST50996204

HRID 2293051Notes

Reaction equation

HRID 2293051 reaction equation
[CH3:1][C:2]([CH3:4])=[O:3].[CH3:5][O:6][P:7]([O-:10])[O:8][CH3:9].C[O-].[Na+]>>[OH:3][C:2]([P:7](=[O:10])([O:8][CH3:9])[O:6][CH3:5])([CH3:4])[CH3:1]

Participants

4

Reactant 3

HCID 180AcetoneHCID 10942334Sodium MethoxideHCID 21884954Dimethylphosphite

Product 1

HCID 2780645ST50996204Yield 59.5%

Procedure

Into a flask fitted with a reflux condenser was placed a mixture of 37 ml (29 g, 0.50 mol) of acetone and 46 ml (55 g, 0.50 ml) of dimethylphosphite followed by 3 ml of saturated methanolic sodium methoxide solution. A vigorous exotherm ensued and the mixture was allowed to stir at RT for about 16 h. A large deposit of crystals formed and were filtered and washed well with ether-hexane (1:1) to give 50 g of dimethyl 1-hydroxy-1-methylethylphosphonate, mp 75°-77° C.

Workup

  1. customInto a flask fitted with a reflux condenser
  2. customA large deposit of crystals formed
  3. filtrationwere filtered
  4. washwashed well with ether-hexane (1:1)

Sources & evidence

ORD record
ord-aa1e1093e51a49c4baa015274f782daa
Source dataset
uspto-grants-1997_11
Patent number
US05686434

Reaction notes

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