Hydrochloric Acid → HCID 21536118, compound

HRID 1077325Notes

Reaction equation

HRID 1077325 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][C:18]([O:22][CH3:23])=[CH:19][CH:20]=3)[C:15]([OH:30])([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=3)[O:14]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:31]O.Cl.[OH-].[Na+]>O>[CH2:1]([N:8]1[CH2:13][CH2:12][C:11]2([C:21]3[C:16](=[CH:17][C:18]([O:22][CH3:23])=[CH:19][CH:20]=3)[C:15]([O:30][CH3:31])([C:24]3[CH:25]=[CH:26][CH:27]=[CH:28][CH:29]=3)[O:14]2)[CH2:10][CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 887MethanolHCID 14798Sodium HydroxideHCID 21536122HCID 21536122, compound

Product 1

HCID 21536118HCID 21536118, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1'-benzyl-1,3-dihydro-3-hydroxy-5-methoxy-3-phenylspiro[isobenzofuran-1,4'-piperidine] (prepared by method of Example 1), methanol, and a catalytic amount of methanolic hydrogen chloride is heated under reflux, cooled, made basic with sodium hydroxide, and diluted with water. The mixture is extracted with ethyl acetate, and the ethyl acetate solution is dried over sodium sulfate and concentrated to a solid. Recrystallization from acetone-water provides colorless crystals, m.p. 129°-133°.

Workup

  1. temperatureunder reflux
  2. temperaturecooled
  3. extractionThe mixture is extracted with ethyl acetate
  4. dry with materialthe ethyl acetate solution is dried over sodium sulfate
  5. concentrationconcentrated to a solid
  6. customRecrystallization from acetone-water
  7. customprovides colorless crystals, m.p. 129°-133°

Sources & evidence

ORD record
ord-aff2d47ef4c84ffa8957e12d48ba4bba
Source dataset
uspto-grants-1976_05
Patent number
US03959475

Reaction notes

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