Potassium Carbonate → HCID 57087090, compound

HRID 1741059Notes

Reaction equation

HRID 1741059 reaction equation
C([N:4]1[C:12]2[CH:11]=[C:10]3[C:13]4([CH2:20][S:21][C:9]3=[CH:8][C:7]=2[CH2:6][CH2:5]1)[CH2:18][CH2:17][N:16]([CH3:19])[CH2:15][CH2:14]4)(=O)C.C(=O)([O-])[O-].[K+].[K+]>C(O)C.Cl.O>[CH3:19][N:16]1[CH2:15][CH2:14][C:13]2([C:10]3[C:9](=[CH:8][C:7]4[CH2:6][CH2:5][NH:4][C:12]=4[CH:11]=3)[S:21][CH2:20]2)[CH2:18][CH2:17]1

Participants

6

Reactant 2

HCID 11430Potassium CarbonateHCID 57028617HCID 57028617, compound

Product 1

HCID 57087090HCID 57087090, compound

Reagents, catalysts & solvents 3

HCID 313Hydrochloric AcidSolventHCID 702EthanolSolventHCID 962WaterSolvent

Procedure

5-Acetyl-1'-methyl-2,3,6,7-tetrahydrospiro[thiopheno[2,3-f]indole-3,4'-piperidine] (D52) (0.047 g, 0.156 mmol) was dissolved in a mixture of ethanol (2 ml) and 5M HCl (4 ml) and was heated to reflux with stirring under argon. After 3 h, the reaction mixture was allowed to cool, was diluted with water (10 ml) and was basified using solid potassium carbonate. The resulting suspension (pH 9 ) was then extracted with dichloromethane (3×10 ml) and the combined extracts were dried (Na2SO4) and evaporated under reduced pressure to give the title compound as an off white solid, which was dried in vacuo (0.029 g, 71%).

Workup

  1. temperaturewas heated
  2. temperatureto reflux
  3. temperatureto cool
  4. extractionThe resulting suspension (pH 9 ) was then extracted with dichloromethane (3×10 ml)
  5. dry with materialthe combined extracts were dried (Na2SO4)
  6. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-4f28bc28296c4710880456956f6748d0
Source dataset
uspto-grants-1999_10
Patent number
US05972951

Reaction notes

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