Pyridinium chloride → HCID 20520775, compound

HRID 2058587Notes

Reaction equation

HRID 2058587 reaction equation
Cl.N1C=CC=CC=1.[CH2:8]([CH:11]1[CH2:19][C:18]2[C:13](=[C:14]([Cl:23])[C:15]([Cl:22])=[C:16]([O:20]C)[CH:17]=2)[C:12]1=[O:24])[CH:9]=[CH2:10]>>[CH2:8]([CH:11]1[CH2:19][C:18]2[C:13](=[C:14]([Cl:23])[C:15]([Cl:22])=[C:16]([OH:20])[CH:17]=2)[C:12]1=[O:24])[CH:9]=[CH2:10]

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 20520799HCID 20520799, compound

Product 1

HCID 20520775HCID 20520775, compound

Conditions

Temperature
195 °C

Procedure

Dry pyridine hydrochloride (500 gm.) is melted and heated to 195° C. and 2-allyl-6,7-dichloro-5-methoxy-2,3-dihydro-1H-inden-1-one (45.4 gm., 0.167 mole) is added with stirring. The reaction mixture is kept at 195° C. for 45 minutes and then poured with vigorous stirring into crushed ice (2 kg.). The crude product is collected by filtration, washed with water and dried. The 2-allyl-6,7-dichloro-5-hydroxy-2,3-dihydro-1H-inden-1-one is recrystallized from a mixture of ethanol and water.

Workup

  1. additionpoured
  2. stirringwith vigorous stirring
  3. filtrationThe crude product is collected by filtration
  4. washwashed with water
  5. customdried
  6. customThe 2-allyl-6,7-dichloro-5-hydroxy-2,3-dihydro-1H-inden-1-one is recrystallized from a mixture of ethanol and water

Sources & evidence

ORD record
ord-a07e0040f2a74d61a3011d5709b7065a
Source dataset
uspto-grants-1982_03
Patent number
US04317922

Reaction notes

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