Acetic Acid → HCID 53638313, compound

HRID 267255Notes

Reaction equation

HRID 267255 reaction equation
[CH:1]12[CH2:11][CH:6]3[CH2:7][CH:8]([O:10][CH:4]([O:5]3)[C:3](=[O:12])[O:2]1)[CH2:9]2.[Na].O.C(O)(=O)C>C(O)C>[CH:1]12[CH2:11][CH:6]3[CH2:7][CH:8]([O:10][CH:4]([O:5]3)[CH:3]([OH:12])[O:2]1)[CH2:9]2

Participants

6

Reactant 4

HCID 176Acetic AcidHCID 962WaterHCID 5360545SodiumHCID 15629417HCID 15629417, compound

Product 1

HCID 53638313HCID 53638313, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 340 mg of 2,5,11-trioxatricyclo[4,3,1,1 4,8 ]undecan-3-one in 10 ml of absolute ethanol is treated with 300 mg of sodium. After the metal has dissolved the reaction mixture is treated with 10 ml of water and 0.7 ml of acetic acid, concentrated under reduced pressure to about 3 ml and the concentrate is extracted with methylene chloride. The solvent is evaporated to leave as residue pure 2,5,11-trioxatricyclo-[4,3,1,14,8 ]undecan-3-ol.

Workup

  1. dissolutionAfter the metal has dissolved the reaction mixture
  2. concentrationconcentrated under reduced pressure to about 3 ml
  3. extractionthe concentrate is extracted with methylene chloride
  4. customThe solvent is evaporated

Sources & evidence

ORD record
ord-c3ebae5bc9f34452a947c587e45657db
Source dataset
uspto-grants-1976_03
Patent number
US03941813

Reaction notes

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