Sulfuric Acid → HCID 19847677, compound

HRID 2350910Notes

Reaction equation

HRID 2350910 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.[S:29](=[O:33])(=[O:32])([OH:31])[OH:30]>C(OCC)C.ClCCl>[S:29]([OH:33])([OH:32])(=[O:31])=[O:30].[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 1118Sulfuric AcidHCID 13478142HCID 13478142, compound

Product 1

HCID 19847677HCID 19847677, compound

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 6344DichloromethaneSolvent

Procedure

A solution of 1-(3,5-bistrifluoromethylphenyl)-3-[4-(1,1-dimethyl-2-hydroxyethyl)piperidino]-prop-1-yne (2.0 g) in a mixture of diethyl ether (20 ml) and dichloromethane (5 ml) was treated with a solution of concentrated sulphuric acid in diethyl ether (1:25v/v; 13 ml) with magnetic stirring. After evaporation of the solvent in vacuo, and drying in vacuo at 0.3 mm Hg, 1-(3,5-bistrifluoromethylphenyl)-3-[4-(1,1-dimethyl-2-hydroxyethyl)piperidino]prop-1-yne sulphate (2.4 g) was obtained as a buff semi-solid.

Workup

  1. customAfter evaporation of the solvent in vacuo
  2. customdrying in vacuo at 0.3 mm Hg

Sources & evidence

ORD record
ord-6732e6400f5742afae04cffb19b4a305
Source dataset
uspto-grants-1989_10
Patent number
US04871748

Reaction notes

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