2-Acetylhydroquinone → HCID 57143294, compound

HRID 480040Notes

Reaction equation

HRID 480040 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([OH:10])[CH:7]=[CH:6][C:5]=1[OH:11])=[O:3].[CH2:12]([CH:14]1[O:16][CH2:15]1)Br.C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[OH:11][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH2:12][CH:14]2[O:16][CH2:15]2)=[CH:9][C:4]=1[C:2]([CH3:1])=[O:3]

Participants

5

Reactant 3

HCID 102792-AcetylhydroquinoneHCID 11430Potassium CarbonateHCID 18430Epibromohydrin

Product 1

HCID 57143294HCID 57143294, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A solution containing 3.00 g (0.020 mole) of 2,5-dihydroxyacetophenone, 3.37 ml (0.040 mole) of epibromhydrine and 5.06 g (0.040 mole) of K2CO3 in 30 ml of acetone are heated for 8 hours under reflux. The solvent is evaporated off, 20 ml of a saturated solution of NaH2PO4 and 120 ml of water are added, and an extraction carried out with ethyl acetate.

Workup

  1. temperatureare heated for 8 hours
  2. temperatureunder reflux
  3. customThe solvent is evaporated off
  4. addition20 ml of a saturated solution of NaH2PO4 and 120 ml of water are added
  5. extractionan extraction

Sources & evidence

ORD record
ord-699c6643bb1f4eef8b15b6271e1fdc52
Source dataset
uspto-grants-2003_11
Patent number
US06649627B1

Reaction notes

Loading…