Methanol → Methyl 3-(pyrrolidin-3-YL)benzoate

HRID 2275652Notes

Reaction equation

HRID 2275652 reaction equation
O(CC([N:11]1[CH:15]=[CH:14][CH:13]([C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=2)[C:19]([O:21][CH3:22])=[O:20])[CH2:12]1)=O)C1C=CC=CC=1.CO>[Pd]>[NH:11]1[CH2:15][CH2:14][CH:13]([C:16]2[CH:17]=[C:18]([CH:23]=[CH:24][CH:25]=2)[C:19]([O:21][CH3:22])=[O:20])[CH2:12]1

Participants

4

Reactant 2

HCID 887MethanolHCID 66662462methyl 3-[1-(phenoxyacetyl)-2,3-dihydro-1H-pyrrol-3-yl]benzoate

Product 1

HCID 66661431Methyl 3-(pyrrolidin-3-YL)benzoate

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

To a solution of methyl 3-[1-(phenoxyacetyl)-2,3-dihydro-1H-pyrrol-3-yl]benzoate (0.5 g, 0.001 mol) in methanol (15 mL, 0.37 mol) was added 10% Pd/C (80 mg), and the resulting suspension was stirred under 1 atm of H2 (balloon) for 5 h. The mixture was filtered and the filtrate was concentrated to afford the desired product.

Workup

  1. filtrationThe mixture was filtered
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-373c0dd32ff34b2cb50694d6b6b1521a
Source dataset
uspto-grants-2015_09
Patent number
US09126927B2

Reaction notes

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