1'-benzyl-3H-spiro[2-benzofuran-1,3'-pyrrolidine] → 3H-Spiro[2-benzofuran-1,3'-pyrrolidine]

HRID 969077Notes

Reaction equation

HRID 969077 reaction equation
C([N:8]1[CH2:12][CH2:11][C:10]2([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH2:14][O:13]2)[CH2:9]1)C1C=CC=CC=1>CO.[Pd]>[NH:8]1[CH2:12][CH2:11][C:10]2([C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[CH2:14][O:13]2)[CH2:9]1

Participants

4

Reactant 1

HCID 666617821'-benzyl-3H-spiro[2-benzofuran-1,3'-pyrrolidine]

Product 1

HCID 220121873H-Spiro[2-benzofuran-1,3'-pyrrolidine]Yield 92%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

To a solution of 1′-benzyl-3H-spiro[2-benzofuran-1,3′-pyrrolidine] (200 mg, 0.0008 mol) in methanol (10 mL) was added Pd/C (150 mg), and the suspension was hydrogenated under H2 (50 psi) overnight. The mixture was filtered and then concentrated to give the desired compound (110 mg, 92% yield). MS (ESI): 176.1 (M+H+).

Workup

  1. filtrationThe mixture was filtered
  2. concentrationconcentrated

Sources & evidence

ORD record
ord-9555d394f71148c4b3ab5c8aae89d629
Source dataset
uspto-grants-2007_12
Patent number
US07304081B2

Reaction notes

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