2,2-Dimethoxypropane → HCID 18417946, compound

HRID 892400Notes

Reaction equation

HRID 892400 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, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,2-Dimethoxypropane (418 parts), 3,3-bis(hydroxymethyl)-2-butanone (265 parts) and Amberlyst-15®, (40 parts) are combined in dichloromethane (1,320 parts) and the resultant suspension stirred vigorously at room temperature, ca. 1 hr. The spent resin is separated from the solution by filtration and the residual solvents removed in vacuo to yield a pale straw-colored liquid which can solidify upon standing. Yield is 87% of theory and analytical samples are recrystallized from ethyl ether, m.p. 48-50° C. Proton NMR and combustion analysis are consistent with those values predicted for the desired product. Combustion Analysis for C9H16O3 --Calculated: C, 62.8%; H, 9.4%. Found: C, 62.0%; H, 9.0%.

Workup

  1. customThe spent resin is separated from the solution by filtration
  2. customthe residual solvents removed in vacuo
  3. customto yield a pale straw-colored liquid which
  4. customYield is 87% of theory and analytical samples are recrystallized from ethyl ether, m.p. 48-50° C

Sources & evidence

ORD record
ord-24849443a8684e7c8767edf69ca29707
Source dataset
uspto-grants-1992_06
Patent number
US05118599

Reaction notes

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