Phenolate Sodium → HCID 21481850, compound

HRID 1415345Notes

Reaction equation

HRID 1415345 reaction equation
Cl[CH2:2][C:3]1([CH3:10])[CH2:7][O:6][C:5]([CH3:9])([CH3:8])[O:4]1.[O-:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.[Na+]>CS(C)=O.O>[O:11]([CH2:2][C:3]1([CH3:10])[CH2:7][O:6][C:5]([CH3:9])([CH3:8])[O:4]1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

5

Reactant 2

HCID 4445035Phenolate SodiumHCID 12241279HCID 12241279, compound

Product 1

HCID 21481850HCID 21481850, compound

Reagents, catalysts & solvents 2

HCID 679Dimethyl SulfoxideSolventHCID 962WaterSolvent

Procedure

4-Chloromethyl-2,2,4-trimethyl-1,3-dioxolane (5.0g) and sodium phenoxide (3.7g, prepared from phenol and sodium hydride) in dimethyl sulphoxide (90 ml) were heated together at 140° C for 4 hours. The reaction mixture was diluted with water and the aqueous solution extracted with ether. The ether extracts were dried and the solvent was removed under reduced pressure to yield a liquid which, on distillation, gave the desired product having a b.p. 83.5° C at 0.3 mm Hg.

Workup

  1. extractionthe aqueous solution extracted with ether
  2. dry with materialThe ether extracts were dried
  3. customthe solvent was removed under reduced pressure
  4. customto yield a liquid which
  5. distillationon distillation

Sources & evidence

ORD record
ord-550c856d778348b68a327ffad1872fd7
Source dataset
uspto-grants-1977_01
Patent number
US04004911

Reaction notes

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