Sodium Chloride → HCID 14327140, compound
Reaction equation
[NH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[O:7]1[CH:16]2[CH:8]1[CH2:9][C:10]1[C:15]2=[CH:14][CH:13]=[CH:12][CH:11]=1.[Cl-].[Na+].[OH-].[Na+]>O>[N:1]1([CH:9]2[C:10]3[C:15](=[CH:14][CH:13]=[CH:12][CH:11]=3)[CH2:16][CH:8]2[OH:7])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1Participants
Reactant 4
Product 1
Reagents, catalysts & solvents 1
Conditions
- Temperature
- 20 °C
Procedure
At 50° C. and over 5 minutes, 50 ml of piperidine and 50 ml of water were added to 21.25 g of 2,3-epoxy-indane and the mixture was maintained for 2 hours with stirring at this temperature. The solution was then cooled to 20° C. and was saturated with sodium chloride. 5 ml of sodium hydroxide were added, followed by extraction with ether. The extracts were concentrated to dryness under reduced pressure and the residue was taken up in 200 ml of ethyl acetate at 40° C., filtered, dried, and the solvents were eliminated under reduced pressure. The residue was taken up in isopropyl ether, filtered and taken to dryness to obtain 26.82 g of crude product which was purified by chromatography over silica, (eluent: ethyl acetate with 1% of triethylamine) to obtain [trans (±)] 2,3-dihydro-1-piperidinyl-1H-inden-2-ol melting at about 82° C.
Workup
- temperaturethe mixture was maintained for 2 hours
- extractionfollowed by extraction with ether
- concentrationThe extracts were concentrated to dryness under reduced pressure
- customwas taken up in 200 ml of ethyl acetate at 40° C.
- filtrationfiltered
- customdried
- filtrationfiltered
- customto obtain 26.82 g of crude product which
- customwas purified by chromatography over silica, (eluent: ethyl acetate with 1% of triethylamine)
Sources & evidence
- ORD record
- ord-cef372af0ee44be3ad6f13cd29ac0e2f
- Source dataset
- uspto-grants-1993_08
- Patent number
- US05234944
Reaction notes
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