HCID 53991118, compound → HCID 14459870, compound

HRID 1588750Notes

Reaction equation

HRID 1588750 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-0ecde20e4b9d4fb3ab0ad6dcff1c0bde
Source dataset
uspto-grants-1993_06
Patent number
US05223522

Reaction notes

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