Acetone → 1,3-Dioxane-5-methanol, 5-ethyl-2,2-dimethyl-

HRID 1900533Notes

Reaction equation

HRID 1900533 reaction equation
O[CH2:2][CH:3]([CH2:5]O)O.[CH2:7]([C:9]([CH2:14][OH:15])([CH2:12][OH:13])[CH2:10][CH3:11])[OH:8].CCCCCC(=O)CCCCC.CC(C)=O>CCCCCC>[OH:8][CH2:7][C:9]1([CH2:10][CH3:11])[CH2:14][O:15][C:3]([CH3:5])([CH3:2])[O:13][CH2:12]1

Participants

6

Reactant 4

HCID 180AcetoneHCID 753GlycerolHCID 6510TrimethylolpropaneHCID 135616-Undecanone

Product 1

HCID 118161521,3-Dioxane-5-methanol, 5-ethyl-2,2-dimethyl-

Reagents, catalysts & solvents 1

HCID 8058HexaneSolvent

Procedure

The same procedures as in Production Example 3 are carried out except that glycerol is replaced with 292.1 g (2.18 mol) of trimethylolpropane, 6-undecanone is replaced with 474.0 g (8.17 mol) of acetone, and the amount of paratoluenesulfonic acid monohydrate is changed to 6.0 g (0.0315 mol) and the amount of hexane is changed to 900 ml to give 5-hydroxymethyl-5-ethyl-2,2-dimethyl-1,3-dioxane.

Sources & evidence

ORD record
ord-0bcca7a3acd64bb0a6c7cfc003e36774
Source dataset
uspto-grants-1996_11
Patent number
US05575944

Reaction notes

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