Hydrochloric Acid → HCID 20150338, compound

HRID 568339Notes

Reaction equation

HRID 568339 reaction equation
[C:1]1([C:7]2[CH:16]=[C:15]([O:17][CH2:18][C:19](O)=[O:20])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(Cl)([Cl:24])=O.Cl>C(Cl)(Cl)Cl.N1CCCCC1.C(N(CC)CC)C.C1(C)C=CC=CC=1.CC(C)=O.C(OCC)C>[ClH:24].[C:1]1([C:7]2[CH:16]=[C:15]([O:17][CH2:18][C:19]([N:8]3[CH2:9][CH2:14][CH2:15][CH2:16][CH2:7]3)=[O:20])[C:14]3[C:9](=[CH:10][CH:11]=[CH:12][CH:13]=3)[N:8]=2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Participants

10

Reactant 3

HCID 313Hydrochloric Acid2×HCID 24386Thionyl ChlorideHCID 384484HCID 384484, compound

Product 1

HCID 20150338HCID 20150338, compound

Reagents, catalysts & solvents 6

HCID 180AcetoneSolventHCID 1140TolueneSolventHCID 3283Diethyl EtherSolventHCID 6212ChloroformSolventHCID 8082PiperidineSolventHCID 8471TriethylamineSolvent

Procedure

The procedure is as in Example 1, but starting with (2-phenyl-4-quinolyl)oxyacetic acid (3 g), thionyl chloride (2.35 cc) in chloroform (50 cc), piperidine (1.04 cc) and triethylamine (3 cc) in toluene (50 cc). The residue obtained is converted in acetone to its hydrochloride by adding a solution of hydrochloric acid in ethyl ether. After recrystallization in ethanol, 1-[(2-phenyl-4-quinolyl)oxyacetyl]piperidine hydrochloride (0.46 g), m.p. 146° C., is obtained.

Workup

  1. customThe residue obtained
  2. customAfter recrystallization in ethanol

Sources & evidence

ORD record
ord-70f1218acf0a48aebd428af8437b479f
Source dataset
uspto-grants-1988_03
Patent number
US04728647

Reaction notes

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