2,2-Dimethoxypropane → HCID 18417946, compound

HRID 989590Notes

Reaction equation

HRID 989590 reaction equation
[CH3:1][O:2][C:3]([O:6][CH3:7])([CH3:5])[CH3:4].O[CH2:9][C:10](CO)(C)[C:11](=[O:13])[CH3:12]>ClCCl>[C:11]([C:10]1([CH3:9])[CH2:7][O:6][C:3]([CH3:5])([CH3:4])[O:2][CH2:1]1)(=[O:13])[CH3:12]

Participants

4

Reactant 2

HCID 64952,2-DimethoxypropaneHCID 5365163,3-Bis(hydroxymethyl)-2-butanone

Product 1

HCID 18417946HCID 18417946, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,2-Dimethoxypropane (418.0 g, 4.0 mol) and The 3,3-Bis(hydroxymethyl)-2-butanone (264.32 g, 2.0 mol) were mixed together in 1 liter of dichloromethane. Amberlyst-15 ion exchange resin (strongly acidic; 40.0 g) was added to the solution and the resultant suspension stirred vigorously at room temperature. After 1 hr TLC indicated no starting material and complete conversion to the desired product. The spent resin was separated from the solution by filtration through a thick pad of anhydrous potassium carbonate. Subsequently, the residual dimethoxypropane and dichloromethane were removed in vactio to give a pale straw-colored liquid. The liquid solidified upon standing as large clear, colorless crystals, m.p. 48-50° C.; 300 g, 87.1% of theoretical yield; H-NMR spectra were consistent. Elemental Analysis calculated for C9H16O3: C, 62.77; H, 9.36. Found: C, 62.00; H. 9.01.

Workup

  1. addition40.0 g) was added to the solution

Sources & evidence

ORD record
ord-a0a29702b2a84e97a111e1f17290ac68
Source dataset
uspto-grants-2002_10
Patent number
US06458521B1

Reaction notes

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