Hydrochloric Acid → HCID 14098168, compound

HRID 569272Notes

Reaction equation

HRID 569272 reaction equation
[Cl:1][CH2:2][CH2:3][CH2:4][C:5]1([CH2:19][CH2:20][C:21](=[O:23])[CH3:22])[CH2:13][C:12]2[C:7](=[C:8]([Cl:17])[C:9]([Cl:16])=[C:10]([O:14][CH3:15])[CH:11]=2)[C:6]1=O.[OH-].[Na+].Cl>CO>[Cl:1][CH2:2][CH2:3][CH2:4][C:5]12[CH2:19][CH2:20][C:21](=[O:23])[CH:22]=[C:6]1[C:7]1[C:12](=[CH:11][C:10]([O:14][CH3:15])=[C:9]([Cl:16])[C:8]=1[Cl:17])[CH2:13]2

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 14098167HCID 14098167, compound

Product 1

HCID 14098168HCID 14098168, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-(3-Chloropropyl)-6,7-dichloro-2,3-dihydro-5-methoxy-2-(3-oxobutyl)-1H-inden-1-one (36 g, 0.0053 mole) was dissolved in methanol (4.75 ml) containing 10% aqueous sodium hydroxide (190 ml). Then stirred and refluxed for 3 hours. The solution was cooled, poured into crushed ice, acidified with hydrochloric acid and the solid that separated removed by filtration. The solid washed on the filter with water, dried and recrystallized from a mixture of tetrahydrofuran and ether to give 9a-(3-chloropropyl)-5,6-dichloro-7-methoxy-1,2,9,9a-tetrahydro-3H-fluoren-3-one, 15 g, m.p. 183°-185° C.

Workup

  1. temperaturerefluxed for 3 hours
  2. temperatureThe solution was cooled
  3. additionpoured
  4. custominto crushed ice
  5. customthe solid that separated
  6. customremoved by filtration
  7. washThe solid washed on the
  8. filtrationfilter with water
  9. customdried
  10. customrecrystallized from a mixture of tetrahydrofuran and ether

Sources & evidence

ORD record
ord-a9e9f82201af40b9941aef0f3e08a75f
Source dataset
uspto-grants-1988_03
Patent number
US04731470

Reaction notes

Loading…