Hydrochloric Acid → HCID 12418342, compound

HRID 1868534Notes

Reaction equation

HRID 1868534 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH:10]=[O:11].[OH:12][CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15].[OH-].[Na+].OO.Cl>CO>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10]1[O:11][C:17]2[C:16]([C:14](=[O:15])[C:13]=1[OH:12])=[CH:21][CH:20]=[CH:19][CH:18]=2

Participants

7

Reactant 5

HCID 313Hydrochloric AcidHCID 784Hydrogen PeroxideHCID 14798Sodium Hydroxide2×HCID 613412-BenzofurancarboxaldehydeHCID 68490alpha-Hydroxyacetophenone

Product 1

HCID 12418342HCID 12418342, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Conditions

Temperature
12.5 °C

Procedure

To a three necked round bottomed flask, equipped with reflux condenser, calcium chloride guard tube and nitrogen inlet and magnetic stirrer, was charged methanol (200 ml), 2-benzofuranaldehyde (1.46 g) and 2-hydroxy acetophenone (1.36 g). The reaction mixture was cooled to 10-15° C. and sodium hydroxide (4 g) was added slowly and the reaction was stirred at room temperature (˜25° C.) for 24 hrs. Then methanol (200 ml) was added to the reaction and the reaction mixture was cooled below 15° C. and sodium hydroxide (4 g) and hydrogen peroxide (10 ml) were added to the reaction mixture and the reaction mixture was stirred for 6-8 hrs at room temperature. After this the reaction mixture was cooled to 10° C., neutralized using hydrochloric acid and the solid product that precipitated was filtered. The solid was washed with water till the filtrate is free of acid. The solid product was dried in oven at 70° C.

Workup

  1. customTo a three necked round bottomed flask, equipped
  2. temperaturewith reflux condenser, calcium chloride guard tube and nitrogen inlet and magnetic stirrer
  3. temperaturethe reaction mixture was cooled below 15° C.
  4. stirringthe reaction mixture was stirred for 6-8 hrs at room temperature
  5. temperatureAfter this the reaction mixture was cooled to 10° C.
  6. customthe solid product that precipitated
  7. filtrationwas filtered
  8. washThe solid was washed with water till the filtrate
  9. customThe solid product was dried in oven at 70° C.

Sources & evidence

ORD record
ord-cd2f6527feee4214b5559fd2aeed0347
Source dataset
uspto-grants-2009_12
Patent number
US07635778B2

Reaction notes

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