Hydrochloric Acid → Spiro[indene-1,4'-piperidine] hydrochloride

HRID 1587677Notes

Reaction equation

HRID 1587677 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:22]>C(OCC)(=O)C>[ClH:22].[NH:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=3)[CH:15]=[CH:14]2)[CH2:10][CH2:9]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 3653579Tert-butyl Spiro[indene-1,4'-piperidine]-1'-carboxylate

Product 1

HCID 22509344Spiro[indene-1,4'-piperidine] hydrochlorideYield 99%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

A solution of 1'-(tert-butyloxycarbonyl)spiro[indene-1,4'-piperidine] (3.0 g, 0.011 mol) in ethyl acetate (150 ml) was stirred at 0° C., and treated with hydrogen chloride for 30 minutes. The mixture was then evaporated to dryness, ethyl acetate (100 ml) was added, then removed in vacuo three times. The residue was stirred with anhydrous ether (200 ml), and the solid filtered off, to give spiro[indene-1,4'-piperidine] hydrochloride (2.3 g, 99%) as a pale yellow solid. The product was not purified further.

Workup

  1. customThe mixture was then evaporated to dryness, ethyl acetate (100 ml)
  2. additionwas added
  3. customremoved in vacuo three times
  4. filtrationthe solid filtered off

Sources & evidence

ORD record
ord-9da44ab7f0854825b5c1f6ceb6be6d14
Source dataset
uspto-grants-1993_06
Patent number
US05219860

Reaction notes

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