Sodium Chloride → HCID 14126783, compound

HRID 650282Notes

Reaction equation

HRID 650282 reaction equation
[NH:1]1[CH2:5][CH2:4][CH2:3][CH2:2]1.[Cl-].[Na+].[OH-].[Na+].[O:10]1[CH:19]2[CH:11]1[CH2:12][C:13]1[C:18]2=[CH:17][CH:16]=[CH:15][CH:14]=1>O>[N:1]1([CH:12]2[C:13]3[C:18](=[CH:17][CH:16]=[CH:15][CH:14]=3)[CH2:19][CH:11]2[OH:10])[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 14798Sodium HydroxideHCID 31268PyrrolidineHCID 92838Indene oxide

Product 1

HCID 14126783HCID 14126783, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

10.8 ml of pyrrolidine in 6.75 g of 2,3-epoxy-indane [described by Mousseron et al. Bulletin de la, Societe Chimique de France, 1946, p. 629-630] in 10.8 ml of demineralized water. The temperature rose to 65° C. and the solution was stirred for 90 minutes at this temperature and 20 ml of demineralized water were added when the reaction was finished. Excess pyrrolidine was distilled off under reduced pressure to obtain an oily phase and an aqueous phase. These are saturated with sodium chloride at 20° C. and 1 ml of 32% sodium hydroxide was added. Extraction was done with ether and after drying and concentrating by distilling under reduced pressure, the oil obtained was purified by chromatography over silica (eluent:ethyl acetate with 5% of triethylamine) to obtain 8.31 g of [trans (±)] 2,3-dihydro-1-(1-pyrrolidinyl)-1H inden-2-ol.

Workup

  1. customrose to 65° C.
  2. additionwere added when the reaction
  3. distillationExcess pyrrolidine was distilled off under reduced pressure
  4. customto obtain an oily phase
  5. extractionExtraction
  6. customafter drying
  7. concentrationconcentrating
  8. distillationby distilling under reduced pressure
  9. customthe oil obtained
  10. customwas purified by chromatography over silica (eluent:ethyl acetate with 5% of triethylamine)

Sources & evidence

ORD record
ord-fef07e64b0f4446c84a02bb3563afc08
Source dataset
uspto-grants-2001_08
Patent number
US06271395B1

Reaction notes

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