HCID 13603313, compound → HCID 13603322, compound

HRID 2309385Notes

Reaction equation

HRID 2309385 reaction equation
[CH2:1]([N:3]1[C:11]2[CH:10]=[C:9]3[CH:12]=[CH:13][O:14][C:8]3=[CH:7][C:6]=2[CH:5]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:4]1=[O:20])[CH3:2].[H][H]>[Pd]>[CH2:1]([N:3]1[C:11]2[CH:10]=[C:9]3[CH2:12][CH2:13][O:14][C:8]3=[CH:7][C:6]=2[CH:5]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[C:4]1=[O:20])[CH3:2]

Participants

4

Reactant 2

HCID 13603313HCID 13603313, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13603322HCID 13603322, compoundYield 63%

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 20 g. (73.3 mmoles) of ethyl 5-ethyl-6-oxo-6,7-dihydro-furo[2,3-f]indole-7-carboxylate and 4 g. of 10% palladium-on-carbon was shaken in a hydrogen atmosphere at an initial pressure of 50 psi. After 2 hours the catalyst was filtered and the filtrate evaporated. The residue was recrystallized from diethyl ether, 12.6 g. (63% yield), m.p. 82°-84° C.

Workup

  1. additionA mixture of 20 g
  2. filtrationAfter 2 hours the catalyst was filtered
  3. customthe filtrate evaporated
  4. customThe residue was recrystallized from diethyl ether, 12.6 g

Sources & evidence

ORD record
ord-4a097480ac954b4e9a83934e48a3b371
Source dataset
uspto-grants-1987_09
Patent number
US04695571

Reaction notes

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