HCID 54290836, compound → HCID 19371039, compound

HRID 129335Notes

Reaction equation

HRID 129335 reaction equation
[CH:1]([C:15]1[NH:19][CH:18]=[C:17]([C:20]([OH:22])=[O:21])[CH:16]=1)=[CH:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]>[Pd].C(O)C>[CH2:1]([C:15]1[NH:19][CH:18]=[C:17]([C:20]([OH:22])=[O:21])[CH:16]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH3:14]

Participants

4

Reactant 1

HCID 54290836HCID 54290836, compound

Product 1

HCID 19371039HCID 19371039, compoundYield 82%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

An ethanol solution (20 ml) of 3.05 g (10 mmol) of 5-(1-tetradecenyl)pyrrole-3-carboxylic acid prepared in the same manner as in Synthetic Example 7 was subjected to catalytic reduction for 2 hours in the presence of 300 mg of 10% palladium black. After removing the solvent the preduct was crystallized from heptane to obtain 2.50 g (82% yield) of a product identical to the one prepared in Example 4.

Workup

  1. customAfter removing the solvent the preduct
  2. customwas crystallized from heptane

Sources & evidence

ORD record
ord-acc9383d469547c5b7f81d0a00137098
Source dataset
uspto-grants-1995_11
Patent number
USRE035096

Reaction notes

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