Hydrochloric Acid → HCID 19847672, compound

HRID 2350912Notes

Reaction equation

HRID 2350912 reaction equation
[F:1][C:2]([F:28])([F:27])[C:3]1[CH:4]=[C:5]([C:13]#[C:14][CH2:15][N:16]2[CH2:21][CH2:20][CH:19]([C:22]([CH3:26])([CH3:25])[CH2:23][OH:24])[CH2:18][CH2:17]2)[CH:6]=[C:7]([C:9]([F:12])([F:11])[F:10])[CH:8]=1.[ClH:29]>C(OCC)C.C(O)C>[ClH:29].[F:11][C:9]([F:10])([F:12])[C:7]1[CH:6]=[C:5]([C:13]#[C:14][CH2:15][N:16]2[CH2:17][CH2:18][CH:19]([C:22]([CH3:25])([CH3:26])[CH2:23][OH:24])[CH2:20][CH2:21]2)[CH:4]=[C:3]([C:2]([F:28])([F:27])[F:1])[CH:8]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 13478142HCID 13478142, compound

Product 1

HCID 19847672HCID 19847672, compound

Reagents, catalysts & solvents 2

HCID 702EthanolCatalystHCID 3283Diethyl EtherSolvent

Procedure

A solution of 1-(3,5-bistrifluoromethylphenyl)-3-[4-(1,1-dimethyl-2-hydroxyethyl)piperidino]-prop-1-yne (2.0 g) in dry diethyl ether (20 ml) containing a few drops of ethanol, was brought to pH 1 with an ethereal solution of hydrogen chloride gas. The resulting solution was diluted to 40 ml with petroleum ether (b.p. 60°-80° C.), a buff solid was filtered off, washed with a 1:1 solution of diethyl ether and petroleum ether (25 ml), and dried to give 1-(3,5-bistrifluoromethylphenyl)-3-[4-(1,1-dimethyl-2-hydroxyethyl)piperidino]-prop-1yne hydrochloride (2.1 g) m.p 183°-185° C. as buff crystals.

Workup

  1. filtrationa buff solid was filtered off
  2. washwashed with a 1:1 solution of diethyl ether and petroleum ether (25 ml)
  3. customdried

Sources & evidence

ORD record
ord-dfac8be2d75944fbbbaeb4a9b2d8dd63
Source dataset
uspto-grants-1989_10
Patent number
US04871748

Reaction notes

Loading…