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

HRID 1534786Notes

Reaction equation

HRID 1534786 reaction equation
Cl.[NH:2]1[CH2:7][CH2:6][C:5]2([C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)[CH2:4][CH2:3]1>C(=O)(O)[O-].[Na+]>[NH:2]1[CH2:7][CH2:6][C:5]2([C:15]3[C:10](=[CH:11][CH:12]=[CH:13][CH:14]=3)[CH:9]=[CH:8]2)[CH2:4][CH2:3]1

Participants

3

Reactant 1

HCID 22509344Spiro[indene-1,4'-piperidine] hydrochloride

Product 1

HCID 10330052Spiro[indene-1,4'-piperidine]

Reagents, catalysts & solvents 1

HCID 516892Sodium BicarbonateSolvent

Procedure

1'-(t-Butyloxycarbonyl)spiro(indene-1,4'-piperidine) (16 g, 56 mmole) in ethyl acetate (250 ml) was stirred in an ice bath and saturated with HCl(g) for 30 min. The mixture was evaporated to dryness. Ethyl acetate was added and removed in vacuo three times, and the residue was triturated with diethyl ether and filtered to provide spiro(1H-indene-1,4'-piperidine) hydrochloride. The free base was obtained by slurrying the hydrochloride in aqueous sodium bicarbonate solution and extracting with CH2Cl2. The organic layer was separated, dried over sodium sulfate, filtered, and evaporated to dryness in vacuo to provide the title compound.

Workup

  1. customThe free base was obtained
  2. extractionextracting with CH2Cl2
  3. customThe organic layer was separated
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered
  6. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-03d4fb72e8f54e5b97b4c313b69c78b6
Source dataset
uspto-grants-1992_02
Patent number
US05091387

Reaction notes

Loading…