Hydrochloric Acid → (+)-2-ethyl-3-methyl-8-(1(R)-diethylamino-2-hydroxyethyl)quinoline hydrochloride

HRID 2270094Notes

Reaction equation

HRID 2270094 reaction equation
[ClH:1].[CH2:2]([C:4]1[C:13]([CH3:14])=[CH:12][C:11]2[C:6](=[C:7]([C@@H:15]([N:18]([CH2:21][CH3:22])[CH2:19][CH3:20])[CH2:16][OH:17])[CH:8]=[CH:9][CH:10]=2)[N:5]=1)[CH3:3]>C(O)(C)C>[ClH:1].[CH2:2]([C:4]1[C:13]([CH3:14])=[CH:12][C:11]2[C:6](=[C:7]([C@@H:15]([N:18]([CH2:21][CH3:22])[CH2:19][CH3:20])[CH2:16][OH:17])[CH:8]=[CH:9][CH:10]=2)[N:5]=1)[CH3:3]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 15458597(+)-2-ethyl-3-methyl-8-(1(R)-diethylamino-2-hydroxyethyl)quinoline

Product 1

HCID 20714288(+)-2-ethyl-3-methyl-8-(1(R)-diethylamino-2-hydroxyethyl)quinoline hydrochloride

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

One equivalent of 0.1 N solution of hydrogen chloride in isopropanol is added to 250 mg of (+)-2-ethyl-3-methyl-8-(1(R)-diethylamino-2-hydroxyethyl)quinoline. The isopropanol is evaporated off and the product is recrystallized from acetone. 0.20 g of (+)-2-ethyl-3-methyl-8-(1(R)-diethylamino-2-hydroxyethyl)quinoline hydrochloride is obtained in the form of a white solid—m.p.: 1870° C. [α]D20=+2.01°(C=1, methanol).

Workup

  1. customThe isopropanol is evaporated off
  2. customthe product is recrystallized from acetone

Sources & evidence

ORD record
ord-f805ce13c4914763a5d012e92ffc8547
Source dataset
uspto-grants-2001_12
Patent number
US06331549B1

Reaction notes

Loading…