Sodium Hydroxide → HCID 86734367, compound

HRID 1414528Notes

Reaction equation

HRID 1414528 reaction equation
C([N:8]1[CH2:13][CH2:12][C:11]2([C:26]3[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=3[S:20][C:19]3[C:14]2=[CH:15][CH:16]=[CH:17][CH:18]=3)[CH2:10][CH2:9]1)C1C=CC=CC=1.Cl[C:28]([O:30][C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1)=[O:29].[OH-].[Na+]>C(Cl)Cl>[O:30]([C:28]([N:8]1[CH2:9][CH2:10][C:11]2([C:14]3[CH:15]=[CH:16][CH:17]=[CH:18][C:19]=3[S:20][C:21]3[C:26]2=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:12][CH2:13]1)=[O:29])[C:31]1[CH:36]=[CH:35][CH:34]=[CH:33][CH:32]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 15891Phenyl chloroformateHCID 86734364HCID 86734364, compound

Product 1

HCID 86734367HCID 86734367, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

To a stirred solution of 1'-benzylthioxanthene-9-spiro-4'-piperidine (2 g.) in methylene chloride (25 ml.) is added dropwise a solution of phenyl chloroformate (0.88 g.) in methylene chloride (15 ml.) at room temperature during 10 minutes. Stirring is continued for 18 hours, the methylene chloride is shaken with 1.ON sodium hydroxide solution, washed with water and dried (Na2SO4). The solution is filtered, the solvent evaporated and the residual oily product is crystallised from ethanol to give 1'-phenoxycarbonyl-thioxanthene-9-spiro-4'-piperidine, m.p. 149°-151° C.

Workup

  1. washwashed with water
  2. dry with materialdried (Na2SO4)
  3. filtrationThe solution is filtered
  4. customthe solvent evaporated
  5. customthe residual oily product is crystallised from ethanol

Sources & evidence

ORD record
ord-10d2ffad04294594a98e8f568a6f2621
Source dataset
uspto-grants-1977_01
Patent number
US04001418

Reaction notes

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