HCID 53991118, compound → HCID 14459870, compound

HRID 346192Notes

Reaction equation

HRID 346192 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-bb65a836beb141aab2dc47f3476a67da
Source dataset
uspto-grants-1991_10
Patent number
US05061717

Reaction notes

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