Methanol, 1-methoxy-, 1-acetate → 1,3-Dipivaloyl-2-methoxymethyl glycerol

HRID 483674Notes

Reaction equation

HRID 483674 reaction equation
[C:1]([O:7][CH2:8][CH:9]([CH2:11][O:12][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])[OH:10])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3].O.C1(C)C=CC(S(O)(=O)=O)=CC=1.[C:31]([O:34][CH2:35]OC)(=O)C>CCCCCC>[C:1]([O:7][CH2:8][CH:9]([CH2:11][O:12][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])[O:10][CH2:31][O:34][CH3:35])(=[O:6])[C:2]([CH3:5])([CH3:4])[CH3:3]

Participants

5

Reactant 3

HCID 78087Methanol, 1-methoxy-, 1-acetateHCID 521998p-Toluenesulfonic acid monohydrateHCID 136911551,3-Dipivaloyl glycerol

Product 1

HCID 109796251,3-Dipivaloyl-2-methoxymethyl glycerol

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

50.45 g of 1,3-dipivaloyl glycerol was dissolved in 200 ml of methoxymethyl acetate. After the addition of 2.5 g of p-toluenesulfonic acid monohydrate, the mixture was stirred for 1 hr then diluted with 200 ml of hexane and washed twice with 200 ml saturated aqueous sodium carbonate, once with aqueous NaCl solutions, dried over anhydrous magnesium sulfate and concentrated in vacuo to afford 1,3-dipivaloyl-2-methoxymethyl glycerol as a colorless oil.

Workup

  1. washwashed twice with 200 ml saturated aqueous sodium carbonate, once with aqueous NaCl solutions
  2. dry with materialdried over anhydrous magnesium sulfate
  3. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-ce832fdd316046a394efeca9e7a52d66
Source dataset
uspto-grants-1993_07
Patent number
US05225590

Reaction notes

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