Pyridinium chloride → HCID 14350669, compound

HRID 2291538Notes

Reaction equation

HRID 2291538 reaction equation
[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([O:16]C)[CH:12]=[C:11]2[C:3]=1[C:4]1[C:9]([CH2:19][CH2:20][CH3:21])([C:10]2=[O:18])[CH2:8][CH2:7][C:6](=[O:22])[CH:5]=1.Cl.N1C=CC=CC=1>>[Cl:1][C:2]1[C:14]([Cl:15])=[C:13]([OH:16])[CH:12]=[C:11]2[C:3]=1[C:4]1[C:9]([CH2:19][CH2:20][CH3:21])([C:10]2=[O:18])[CH2:8][CH2:7][C:6](=[O:22])[CH:5]=1

Participants

3

Reactant 2

HCID 10176127Pyridinium chlorideHCID 14350668HCID 14350668, compound

Product 1

HCID 14350669HCID 14350669, compound

Procedure

A mixture of 5,6-dichloro-7-methoxy-9a-propyl-1,2,9,9a-tetrahydro-3H-fluoren-3,9-dione (2.67 g) and pyridine hydrochloride (35 g) was heated at 175°-180° C. in an inert atmosphere for 3/4 hour, poured into ice water and extracted with a mixture of ether and tetrahydrofuran. The organic extracts were washed with water, dried over MgSO4 and evaporated in vacuo to give 5,6-dichloro-7-hydroxy-9a-propyl-1,2,9,9a-tetrahydro-3H-fluoren-3,9-dione which was used in Step E without further purification.

Workup

  1. temperaturewas heated at 175°-180° C. in an inert atmosphere for 3/4 hour
  2. extractionextracted with a mixture of ether and tetrahydrofuran
  3. washThe organic extracts were washed with water
  4. dry with materialdried over MgSO4
  5. customevaporated in vacuo

Sources & evidence

ORD record
ord-830f347e78ef44c1b4a7d1f89b2ff545
Source dataset
uspto-grants-1989_01
Patent number
US04797391

Reaction notes

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