Water → HCID 21481267, compound

HRID 917994Notes

Reaction equation

HRID 917994 reaction equation
Cl.[Cl:2][C:3]1[C:4]2[C:5]3[CH2:21][N:20]([CH2:22][CH2:23][CH2:24][CH:25]([C:27]4[CH:32]=[CH:31][C:30]([F:33])=[CH:29][CH:28]=4)[OH:26])[CH2:19][C:6]=3[N:7]([C:12]3[CH:17]=[CH:16][C:15]([F:18])=[CH:14][CH:13]=3)[C:8]=2[CH:9]=[CH:10][CH:11]=1.[OH2:34]>>[C:25]([OH:34])(=[O:26])[CH3:27].[Cl:2][C:3]1[C:4]2[C:5]3[CH2:21][N:20]([CH2:22][CH2:23][CH2:24][CH:25]([C:27]4[CH:28]=[CH:29][C:30]([F:33])=[CH:31][CH:32]=4)[OH:26])[CH2:19][C:6]=3[N:7]([C:12]3[CH:13]=[CH:14][C:15]([F:18])=[CH:16][CH:17]=3)[C:8]=2[CH:9]=[CH:10][CH:11]=1

Participants

3

Reactant 2

HCID 962Water2×HCID 21481255HCID 21481255, compound

Product 1

HCID 21481267HCID 21481267, compound

Procedure

Five grams of 8-chloro-4-(p-fluorphenyl)-2-[4-(p-fluorophenyl)-4-hydroxybutyl]-1,2,3,4-tetrahydropyrrolo[3,4-b]indole hydrochloride in 75 ml. of water is treated with 3 ml. of water containing 1.0 g. of sodium hydroxide, and the liberated free base extracted into 150 ml. of diethyl ether. The ether layer is separated, dried over magnesium sulfate and treated with 1 ml. of glacial acetic acid. The organic solvent and excess acetic acid are removed under reduced pressure and the residue triturated with hexane and filtered.

Workup

  1. extractionof sodium hydroxide, and the liberated free base extracted into 150 ml
  2. customThe ether layer is separated
  3. dry with materialdried over magnesium sulfate
  4. additiontreated with 1 ml
  5. customThe organic solvent and excess acetic acid are removed under reduced pressure
  6. customthe residue triturated with hexane
  7. filtrationfiltered

Sources & evidence

ORD record
ord-0a445d0379554a9a844ca992aa6f65bd
Source dataset
uspto-grants-1976_07
Patent number
US03968231

Reaction notes

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