Phosphoric Acid → HCID 57193292, compound

HRID 1050891Notes

Reaction equation

HRID 1050891 reaction equation
CC(C)(CO)CO.[CH3:8][C:9]1([CH3:18])[CH2:14][O:13][CH:12]([CH2:15][CH2:16][CH3:17])[O:11][CH2:10]1.P(=O)(O)(O)O>[Pd].O>[CH2:12]([O:11][CH2:10][C:9]([CH3:8])([CH3:18])[CH2:14][OH:13])[CH2:15][CH2:16][CH3:17]

Participants

6

Reactant 3

HCID 1004Phosphoric AcidHCID 31344Neopentyl glycolHCID 2218875,5-dimethyl-2-propyl-1,3-dioxane

Product 1

HCID 57193292HCID 57193292, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 962WaterSolvent

Conditions

Temperature
200 °C

Procedure

90 g of 2,2-dimethyl-1,3-propanediol, 10 g of water, and 20 g of 5,5-dimethyl-2-propyl-1,3-dioxane were combined in a 300 mL autoclave with 1.5 g of 5% (by weight) Pd on carbon catalyst and 100 mg of phosphoric acid. The autoclave was sealed and purged twice with N2 and once with H2. The reactor was charged with H2 and heated to 200° C. The reactor was then brought to an operating pressure of 10.3 MPa and stirring commenced at 750 rpm. Pressure was maintained through the duration of the experiment. After 2 h, the autoclave was cooled and remaining gas vented. The autoclave was opened, its contents filtered, and the filtrate analyzed by gas chromatography (GC). 94% conversion of the acetal and 99% selectivity to 3-butoxy-2,2-dimethyl-propanol were observed.

Workup

  1. customThe autoclave was sealed
  2. custompurged twice with N2 and once with H2
  3. additionThe reactor was charged with H2
  4. temperaturePressure was maintained through the duration of the experiment
  5. temperaturethe autoclave was cooled
  6. filtrationits contents filtered

Sources & evidence

ORD record
ord-78ae6cd8bffd405bbbed130ac4a0e64a
Source dataset
uspto-grants-2016_07
Patent number
US09388105B2

Reaction notes

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