Isopropanol → HCID 178439726, compound

HRID 1952277Notes

Reaction equation

HRID 1952277 reaction equation
C([O:4][C:5]1[C:6](=[O:12])[CH:7]=[CH:8][C:9](=[O:11])[CH:10]=1)C=C.[CH2:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[CH:21](O)([CH3:23])[CH3:22]>>[CH2:23]([C:10]1[C:9](=[O:11])[C:8]2[CH:13]=[CH:14][C:15]3[C:20]([C:7]=2[C:6](=[O:12])[C:5]=1[OH:4])=[CH:19][CH:18]=[CH:17][CH:16]=3)[CH:21]=[CH2:22]

Participants

4

Reactant 3

HCID 3776IsopropanolHCID 7501StyreneHCID 469118002-[(Prop-2-en-1-yl)oxy]cyclohexa-2,5-diene-1,4-dione

Product 1

HCID 178439726HCID 178439726, compound

Procedure

2-Allyloxy-1,4-benzoquinone (10 g, 61 mM) and Styrene (19.8 g, 183 mM) were dissolved in 100 ml of isopropanol and refluxed for 48 hours. The reaction solution was cooled to room temperature, was concentrated by distillation under reduced pressure. 100 ml of toluene added to concentrated solution and toluene was dissolved, and refluxed for 12 hours, and was then purified by chromatography on silica gel to give to 3.4 g (12.9 mM) of 2-Allyl-3-hydroxy-1,4-phenanthrenequinone.

Workup

  1. temperaturerefluxed for 48 hours
  2. concentrationwas concentrated by distillation under reduced pressure
  3. addition100 ml of toluene added to concentrated solution and toluene
  4. dissolutionwas dissolved
  5. temperaturerefluxed for 12 hours
  6. customwas then purified by chromatography on silica gel

Sources & evidence

ORD record
ord-09cbc2fef22847f3b88af9a3f99ef053
Source dataset
uspto-grants-2013_03
Patent number
US08404869B2

Reaction notes

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