1,1,3,3-Tetramethoxycyclobutane → 1,4,8,11-Tetraoxadispiro[4.1.4~7~.1~5~]dodecane

HRID 2379306Notes

Reaction equation

HRID 2379306 reaction equation
[CH3:1][O:2][C:3]1([O:11][CH3:12])[CH2:6][C:5]([O:9][CH3:10])([O:7][CH3:8])[CH2:4]1>C(O)(O)C>[O:11]1[C:3]2([CH2:6][C:5]3([O:7][CH2:8][CH2:10][O:9]3)[CH2:4]2)[O:2][CH2:1][CH2:12]1

Participants

3

Reactant 1

HCID 45603411,1,3,3-Tetramethoxycyclobutane

Product 1

HCID 189584221,4,8,11-Tetraoxadispiro[4.1.4~7~.1~5~]dodecane

Reagents, catalysts & solvents 1

HCID 1512111,1-EthanediolSolvent

Procedure

4.56 g of 1,1,3,3-tetramethoxycyclobutane (content 96.7 percent, 25 mmol) in 19.7 g of ethanediol was heated to 135° C. Thus, first the main separation of the resulting methanol at normal pressure and then (after 2 hours) the rest of the readily volatile components were distilled off at 200 mbar. The product crystallized out from the residue during cooling to room temperature and was filtered off and dried at 20° C./0,005 mbar. The yield of product was 2.11 g, with a content (GC) of 82.8 percent, which corresponds to 40.6 percent of theory. Other data concerning the product is:

Workup

  1. customThus, first the main separation of the resulting methanol at normal pressure
  2. distillation(after 2 hours) the rest of the readily volatile components were distilled off at 200 mbar
  3. customThe product crystallized out from the residue
  4. filtrationwas filtered off
  5. customdried at 20° C./0,005 mbar

Sources & evidence

ORD record
ord-497aac395af34b0981dc371cc2c93e3f
Source dataset
uspto-grants-1994_11
Patent number
US05360937

Reaction notes

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