Tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylate → Spiro[indene-1,4'-piperidin]-3(2H)-one--hydrogen chloride (1/1)

HRID 1695908Notes

Reaction equation

HRID 1695908 reaction equation
[O:1]=[C:2]1[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[C:4]2([CH2:9][CH2:8][N:7](C(OC(C)(C)C)=O)[CH2:6][CH2:5]2)[CH2:3]1.CO.[ClH:25]>>[ClH:25].[NH:7]1[CH2:8][CH2:9][C:4]2([C:17]3[C:22](=[CH:21][CH:20]=[CH:19][CH:18]=3)[C:2](=[O:1])[CH2:3]2)[CH2:5][CH2:6]1

Participants

3

Reactant 2

HCID 18673579Tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4'-piperidine]-1'-carboxylateHCID 21893726Hydrochloride methanol

Product 1

HCID 18673582Spiro[indene-1,4'-piperidin]-3(2H)-one--hydrogen chloride (1/1)Yield 97.6%

Procedure

The mixture of tert-butyl 3-oxo-2,3-dihydrospiro[indene-1,4′-piperidine]-1′-carboxylate (20 g, 66.4 mmol) and MeOH/HCl (2.5 mol/L, 100 mL) were stirred overnight. After evaporation the residue was washed by petroleum ether to provide spiro[indene-1,4′-piperidin]-3(2H)-one hydrochloride (15.4 g, 97.6%).

Workup

  1. customAfter evaporation the residue
  2. washwas washed by petroleum ether

Sources & evidence

ORD record
ord-258c4128e894459f91488adaf8ed9b2a
Source dataset
uspto-grants-2012_04
Patent number
US08163737B2

Reaction notes

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