Potassium Hydroxide → HCID 12694098, compound

HRID 1248503Notes

Reaction equation

HRID 1248503 reaction equation
O(C([N:10]1[CH2:15][CH2:14][C:13]2([C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]=3[CH:17]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[S:16]2)[CH2:12][CH2:11]1)=O)C1C=CC=CC=1.[OH-].[K+]>C(O)CO.O>[C:24]1([CH:17]2[S:16][C:13]3([CH2:12][CH2:11][NH:10][CH2:15][CH2:14]3)[C:19]3[CH:20]=[CH:21][CH:22]=[CH:23][C:18]2=3)[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=1

Participants

5

Reactant 2

HCID 14797Potassium HydroxideHCID 12694084HCID 12694084, compound

Product 1

HCID 12694098HCID 12694098, compound

Reagents, catalysts & solvents 2

HCID 174Ethylene GlycolSolventHCID 962WaterSolvent

Conditions

Temperature
155 °C

Procedure

A mixture of 3.0 g of 1,3-dihydro-1'-phenoxycarbonyl-3-phenylspiro[benzo(c)thiophene-1,4'-piperidine], Example 3, 8.0 g of potassium hydroxide pellets in 50 ml of ethylene glycol is stirred at 155° C. until a clear solution results. The solution is permitted to cool, diluted with water and the biphasic mixture extracted thrice with chloroform. The combined chloroform extracts are washed carefully with water and dried and the chloroform removed leaving a solid residue. The residue is recrystallized from an acetone-hexane to give prisms, mp 142°-144° C. of 1,3-dihydro-3-phenylspiro[benzo(c)thiophene-1,4'-piperidine].

Workup

  1. customresults
  2. temperatureto cool
  3. extractionthe biphasic mixture extracted thrice with chloroform
  4. washThe combined chloroform extracts are washed carefully with water
  5. customdried
  6. customthe chloroform removed
  7. customleaving a solid residue
  8. customThe residue is recrystallized from an acetone-hexane

Sources & evidence

ORD record
ord-4caaca47e5b7477a9c56fd4eb076a5ff
Source dataset
uspto-grants-1985_06
Patent number
US04524207

Reaction notes

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