Water → HCID 20270155, compound

HRID 485303Notes

Reaction equation

HRID 485303 reaction equation
O=O.[K+].[C:4]1([O:14][CH2:15][CH2:16][CH2:17][CH2:18]Cl)[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1.C1OCCOCCOCCOCCOCC[O:22]C1.O>CS(C)=O>[C:4]1([O:14][CH2:15][CH2:16][CH2:17][CH2:18][OH:22])[C:13]2[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=2)[CH:7]=[CH:6][CH:5]=1

Participants

6

Reactant 4

HCID 962WaterHCID 2855718-Crown-6HCID 6154112030-88-5HCID 20270163HCID 20270163, compound

Product 1

HCID 20270155HCID 20270155, compound

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

Potassium superoxide (0.71 g) was added to a solution of 4-(1-naphthyloxy)butyl chloride (2.0 g) and 18-Crown-6 (0.5 g) in dimethylsulfoxide (10 ml). After 8 hors the mixture was added to water and the solution was extracted with ether. The ethereal solution was dried and evaporated and the residue chromatographed on silica gel, eluting with 2:1 hexane ether, to yield the title compound as an oil.

Workup

  1. extractionthe solution was extracted with ether
  2. customThe ethereal solution was dried
  3. customevaporated
  4. customthe residue chromatographed on silica gel
  5. washeluting with 2:1 hexane ether

Sources & evidence

ORD record
ord-b978f5927ee74095a58c16cfeea779b2
Source dataset
uspto-grants-1985_08
Patent number
US04536503

Reaction notes

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