HCID 53991118, compound → HCID 14459870, compound

HRID 892817Notes

Reaction equation

HRID 892817 reaction equation
[C:1]1([CH2:7][CH2:8][S:9][C:10]2[CH:15]=[CH:14][C:13]([CH:16]=[C:17]3[S:21][C:20](=[O:22])[NH:19][C:18]3=[O:23])=[CH:12][CH:11]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>C(O)(=O)C.[Zn]>[C:1]1([CH2:7][CH2:8][S:9][C:10]2[CH:15]=[CH:14][C:13]([CH2:16][CH:17]3[S:21][C:20](=[O:22])[NH:19][C:18]3=[O:23])=[CH:12][CH:11]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

4

Reactant 1

HCID 53991118HCID 53991118, compound

Product 1

HCID 14459870HCID 14459870, compoundYield 16.3%

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 176Acetic AcidSolvent

Procedure

Title product of Example 5 (4.1 mmol, 1.4 g) and zinc dust (40 mmol, 2.6 g) were heated to reflux in acetic acid (50 ml) for 15 minutes. The reaction mixture was filtered and the solvent was removed in vauco. The residue was purified on silica gel using hexane:ethyl acetate (2:1) plus 5% acetic acid as eluant to afford 230 mg of present title product; m.p. 58°-65° C.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe solvent was removed in vauco
  3. customThe residue was purified on silica gel

Sources & evidence

ORD record
ord-5e16fb3d2672440eadab2e6e03039db8
Source dataset
uspto-grants-1992_06
Patent number
US05120754

Reaction notes

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