Sodium Hydroxide → HCID 19785207, compound

HRID 256535Notes

Reaction equation

HRID 256535 reaction equation
C1(S([N:10]2[C:14]3[CH:15]([C:21]4[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=4)[CH2:16][N:17]([CH3:20])[CH2:18][CH2:19][C:13]=3[CH:12]=[CH:11]2)(=O)=O)C=CC=CC=1.[OH-].[Na+]>C(O)C>[CH3:20][N:17]1[CH2:18][CH2:19][C:13]2[CH:12]=[CH:11][NH:10][C:14]=2[CH:15]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=2)[CH2:16]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19785214HCID 19785214, compound

Product 1

HCID 19785207HCID 19785207, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 1-phenylsulphonyl-1,4,5,6,7,8-hexahydro-6-methyl-8-phenylpyrrolo[2,3-d]azepine (0.48 g), 50% sodium hydroxide (25 ml) and ethanol (50 ml) was refluxed for 75 minutes. The solution was evaporated to half its original volume, diluted with water and the product was extracted into dichloromethane. The extracts were washed with water, dried and evaporated to give an oily solid, which was chromatographed over silica, eluting with dichloromethane and increasing amounts of methanol (1-10%) in dichloromethane to give the title product as a solid, m.p. 90°-91° C. (cyclohexane).

Workup

  1. temperaturewas refluxed for 75 minutes
  2. customThe solution was evaporated to half its original volume
  3. additiondiluted with water
  4. extractionthe product was extracted into dichloromethane
  5. washThe extracts were washed with water
  6. customdried
  7. customevaporated
  8. customto give an oily solid, which
  9. customwas chromatographed over silica
  10. washeluting with dichloromethane
  11. temperatureincreasing amounts of methanol (1-10%) in dichloromethane

Sources & evidence

ORD record
ord-29fe4d85fc554d5a927a94a38326fa25
Source dataset
uspto-grants-1993_11
Patent number
US05258378

Reaction notes

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