Hydrochloric Acid → Ethanol, 2-((4-methyl-1-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-4-piperidinyl)oxy)-, monohydrochloride

HRID 329046Notes

Reaction equation

HRID 329046 reaction equation
[F:1][C:2]([F:32])([F:31])[C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:25][CH2:24][C:23]([O:27][CH2:28][CH2:29][OH:30])([CH3:26])[CH2:22][CH2:21]3)[C:5]=2[CH:4]=1.CCOCC.[ClH:38]>CC(C)=O>[ClH:38].[F:31][C:2]([F:1])([F:32])[C:3]1[CH:16]=[CH:15][C:14]2[S:13][C:12]3[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=3)[N:6]([CH2:17][CH2:18][CH2:19][N:20]3[CH2:21][CH2:22][C:23]([O:27][CH2:28][CH2:29][OH:30])([CH3:26])[CH2:24][CH2:25]3)[C:5]=2[CH:4]=1

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3283Diethyl EtherHCID 2181082-Trifluoromethyl-10-[3-(4-{2-hydroxyethoxy}-4-methyl-piperidino)-propyl]-phenothiazine

Product 1

HCID 218107Ethanol, 2-((4-methyl-1-(3-(2-(trifluoromethyl)-10H-phenothiazin-10-yl)propyl)-4-piperidinyl)oxy)-, monohydrochloride

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

The 2-trifluoromethyl-10-[3-(4-β-hydroxyethoxy-4-methyl piperidino)-propyl]-phenothiazine was reacted in acetone with an ether solution of hydrogen chloride and the precipitate formed was recovered by vacuum filtration. The product was crystallized from acetone-ethanol mixture to obtain 9.1 g of 2-trifluoromethyl-10-[3-(4-β-hydroxyethoxy-4-methylpiperidino)-propyl]-phenothiazine hydrochloride as white crystals melting at 218° C and soluble in ethanol, slightly soluble in acetone and insoluble in ether and water.

Workup

  1. customthe precipitate formed
  2. filtrationwas recovered by vacuum filtration
  3. customThe product was crystallized from acetone-ethanol mixture

Sources & evidence

ORD record
ord-18c3c23597674797ad162d08a28e8a00
Source dataset
uspto-grants-1977_04
Patent number
US04018922

Reaction notes

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