Aluminum tert-butoxide → HCID 10351919, compound

HRID 1769047Notes

Reaction equation

HRID 1769047 reaction equation
[CH:1]([C:4]1(OC)[O:9][C@H:8]([CH3:10])[CH2:7][C@@H:6]([CH3:11])[O:5]1)([CH3:3])[CH3:2].CC(C)([O-])C.[Al+3].CC(C)([O-])C.CC(C)([O-])C>>[C:1](=[C:4]1[O:5][C@H:6]([CH3:11])[CH2:7][C@@H:8]([CH3:10])[O:9]1)([CH3:3])[CH3:2]

Participants

3

Reactant 2

HCID 68399Aluminum tert-butoxideHCID 10081181HCID 10081181, compound

Product 1

HCID 10351919HCID 10351919, compoundYield 65%

Conditions

Temperature
180 °C

Procedure

To 3.8 g (20.2 mmol) of 2-isopropyl-2-methoxy-4(R),6(R)-dimethyl-1,3-dioxane was added 4.97 g (20.2 mmol) of aluminum tert. butoxide and the resulting mixture was heated to 180° C. under nitrogen (over a 30 min. period) and maintained at this temperature for one hour while distilling tert. butanol formed. The residue was cooled and distilled (directly from the reaction flask) to afford 2.05 g (65%) of 2-isopropylidene-4(R),6(R)-dimethyl-1,3-dioxane (Formula V: R3 =R4 =CH3 ; R5 and R6 together are (R,R)--O--CH(CH3)CH2CH(CH3)O--), b.p. 75°-78° C./aspirator vacuum.

Workup

  1. temperaturemaintained at this temperature for one hour
  2. distillationwhile distilling tert. butanol
  3. customformed
  4. temperatureThe residue was cooled
  5. distillationdistilled (directly from the reaction flask)

Sources & evidence

ORD record
ord-094740230b6242668a0c779325c7e947
Source dataset
uspto-grants-1995_01
Patent number
US05380729

Reaction notes

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