HCID 21162409, compound → HCID 21162411, compound

HRID 894009Notes

Reaction equation

HRID 894009 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]2[S:13][C:12]3[CH:14]=[CH:15][C:16]([CH:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20])=[CH:17][C:11]=3[C:10](=[O:24])[CH2:9][C:8]=2[CH:25]=1)([O-])=O>[C].[Pd].CC(C)=O>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]2[S:13][C:12]3[CH:14]=[CH:15][C:16]([CH:18]([CH3:23])[C:19]([O:21][CH3:22])=[O:20])=[CH:17][C:11]=3[C:10](=[O:24])[CH2:9][C:8]=2[CH:25]=1

Participants

4

Reactant 1

HCID 21162409HCID 21162409, compound

Product 1

HCID 21162411HCID 21162411, compoundYield 36%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 180AcetoneSolvent

Procedure

To a mixture of 40 mg of methyl 2-(10,11-dihydro-8-nitro-11-oxodibenzo[b,f]thiepin-2-yl)-propionate and 3 ml of acetone was added a small amount of 10% palladium carbon, and the resulting mixture was subjected to catalytic reduction. The reaction mixture was filtrated with a suction using cerite to remove the catalysts. The solvent was removed by distillation to obtain a yellow oil, which was chromatographed over 2 g of silica gel and eluted with chloroform, thereby obtaining 13 mg (yield: 36%) of methyl 2-(8-amino-10,11-dihydro-11-oxodibenzo[b,f]thiepin-2-yl)-propionate as a yellow oil.

Workup

  1. filtrationThe reaction mixture was filtrated with a suction
  2. customto remove the catalysts
  3. customThe solvent was removed by distillation
  4. customto obtain a yellow oil, which
  5. customwas chromatographed over 2 g of silica gel
  6. washeluted with chloroform

Sources & evidence

ORD record
ord-3ef481916d024bdeba7cb045647d88e8
Source dataset
uspto-grants-1981_08
Patent number
US04282245

Reaction notes

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