HCID 86642678, compound → HCID 67317933, compound

HRID 2095391Notes

Reaction equation

HRID 2095391 reaction equation
[NH:1]1[CH:5]=[CH:4][C:3](/[CH:6]=[CH:7]/[C:8]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:9])=[CH:2]1>C1COCC1.[Pd]>[NH:1]1[CH:5]=[CH:4][C:3]([CH2:6][CH2:7][C:8]([O:10][CH2:11][CH2:12][CH2:13][CH3:14])=[O:9])=[CH:2]1

Participants

4

Reactant 1

HCID 86642678HCID 86642678, compound

Product 1

HCID 67317933HCID 67317933, compoundYield 99%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of (E)-butyl 3-(1H-pyrrol-3-yl)acrylate (2.0 g, 10.4 mmol) in 50 mL of THF was added Pd (10% on activated carbon; 0.50 g). The solution was deoxygenated under vacuum, and H2 was introduced to the reaction flask from a balloon. The process was repeated three times, and the reaction mixture was stirred for 4 h at room temperature. The mixture was filtered through celite, and the filtrate was evaporated under reduced pressure to yield butyl 3-(1H-pyrrol-3-yl)propionate (2.0 g, 99%) as a light-yellow oil. LC-MS (ESI) m/z 196 (M+H+).

Workup

  1. customThe solution was deoxygenated under vacuum, and H2
  2. additionwas introduced to the reaction flask from a balloon
  3. filtrationThe mixture was filtered through celite
  4. customthe filtrate was evaporated under reduced pressure

Sources & evidence

ORD record
ord-c4af784d45624ccaa9d5123dc45551dc
Source dataset
uspto-grants-2013_05
Patent number
US08445684B2

Reaction notes

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