Hydrochloric Acid → HCID 12692521, compound

HRID 397622Notes

Reaction equation

HRID 397622 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[CH:4][CH:3]=1.[C:9]1(=O)[O:14][CH2:13][CH2:12][CH2:11][CH2:10]1.[Al+3].[Cl-].[Cl-].[Cl-].Cl>>[F:1][C:2]1[CH:7]=[CH:6][C:5]([F:8])=[C:4]2[C:3]=1[CH:10]([CH3:9])[CH2:11][CH2:12][C:13]2=[O:14]

Participants

5

Reactant 4

HCID 313Hydrochloric AcidHCID 108921,4-DifluorobenzeneHCID 10953Delta-ValerolactoneHCID 6451240Aluminum(III) Chloride

Product 1

HCID 12692521HCID 12692521, compoundYield 81.3%

Conditions

Temperature
110 °C

Procedure

1,4-Difluorobenzene (22 ml, 210 mmol) was mixed with □-valerolactone (4 ml, 42 mmol) and AlCl3 (28 g, 210 mmol) was added by portions to the stirred reaction mixture. The reaction mixture was then refluxed at stirring for 16 h (oil bath 110° C.). The reaction mixture was cooled down (ice/brine bath) and ice/conc. HCl was added and stirred until homogeneous mixture was obtained. The reaction mixture was then extracted into methylene chloride, washed with water (4×10 ml) and sodium bicarbonate solution (3×100 ml). The organic extract was dried over Na2SO4. Concentration by rotary evaporation gave 6.7 g of product as yellow powder. Yield 81%.

Workup

  1. additionwas added by portions to the stirred reaction mixture
  2. temperatureThe reaction mixture was then refluxed
  3. stirringstirred until homogeneous mixture
  4. customwas obtained
  5. extractionThe reaction mixture was then extracted into methylene chloride
  6. washwashed with water (4×10 ml) and sodium bicarbonate solution (3×100 ml)
  7. extractionThe organic extract
  8. dry with materialwas dried over Na2SO4
  9. concentrationConcentration
  10. customby rotary evaporation

Sources & evidence

ORD record
ord-e471e883753c45ba91dfc01f52f98423
Source dataset
uspto-grants-2003_08
Patent number
US06610714B2

Reaction notes

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