Selenium Dioxide → HCID 13531982, compound

HRID 485400Notes

Reaction equation

HRID 485400 reaction equation
[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18](=[O:20])[CH3:19])=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10].[Se](=O)=[O:22].O1CCOCC1>O>[CH2:1]([O:11][C:12]1[CH:17]=[CH:16][C:15]([C:18]([CH:19]=[O:22])=[O:20])=[CH:14][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 24007Selenium DioxideHCID 312751,4-DioxaneHCID 5784451-[4-(Decyloxy)phenyl]ethanone

Product 1

HCID 13531982HCID 13531982, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 11.56 g. of 4'-(decyloxy)acetophenone, 4.6 g. of selenium dioxide, 150 ml. of dioxane and 4 ml. of water was refluxed overnight, filtered through diatomaceous earth, washed with dioxane and the filtrate evaporated to dryness. The residue was triturated with water, dried and crystallized from 150 ml. of hot acetone giving the desired product as an off-white solid, m.p. 81°-83° C.

Workup

  1. additionA mixture of 11.56 g
  2. filtrationfiltered through diatomaceous earth
  3. washwashed with dioxane
  4. customthe filtrate evaporated to dryness
  5. customThe residue was triturated with water
  6. customdried
  7. customcrystallized from 150 ml

Sources & evidence

ORD record
ord-887aaa789337484d8554a31e3936041d
Source dataset
uspto-grants-1985_08
Patent number
US04536517

Reaction notes

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