1'-benzyl-6-ethylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochloride → 6-ethylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochloride

HRID 2086369Notes

Reaction equation

HRID 2086369 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH2:13][C:12]2([C:22]3[C:17](=[CH:18][CH:19]=[C:20]([CH2:23][CH3:24])[CH:21]=3)[C:16](=[O:25])[O:15]2)[CH2:11][CH2:10]1)C1C=CC=CC=1>CO.[C].[Pd]>[ClH:1].[CH2:23]([C:20]1[CH:21]=[C:22]2[C:17]([C:16](=[O:25])[O:15][C:12]32[CH2:11][CH2:10][NH:9][CH2:14][CH2:13]3)=[CH:18][CH:19]=1)[CH3:24]

Participants

4

Reactant 1

HCID 226607251'-benzyl-6-ethylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochloride

Product 1

HCID 226607156-ethylspiro[isobenzofuran-1(3H),4'-piperidine]-3-one hydrochlorideYield 74.2%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

1′-benzyl-6-ethylspiro[isobenzofuran-1(3H),4′-piperidine]-3-one hydrochloride (400 mg) was dissolved in methanol (10 mL) and 10% palladium carbon was added. The mixture was stirred under a hydrogen atmosphere for 1.5 hours. After the palladium carbon was removed by filtration, the filtrate was concentrated to give a residue, which was subjected to crystallization with methanol-ethyl ether to give the subject compound (222 mg).

Workup

  1. customAfter the palladium carbon was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customto give a residue, which
  4. customwas subjected to crystallization with methanol-ethyl ether

Sources & evidence

ORD record
ord-3a8b18e7e9d847a797903186bed56663
Source dataset
uspto-grants-2004_04
Patent number
US06723847B2

Reaction notes

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