Hydrochloric Acid → HCID 11651949, compound

HRID 2263492Notes

Reaction equation

HRID 2263492 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:9]1[CH2:10][CH2:11][N:12]([CH2:15][CH2:16][CH3:17])[CH2:13][CH:14]=1.Cl>CO.[Pt]=O>[Cl:1][C:2]1[C:7]([Cl:8])=[CH:6][CH:5]=[CH:4][C:3]=1[CH:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][CH3:17])[CH2:11][CH2:10]1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 68778013HCID 68778013, compound

Product 1

HCID 11651949HCID 11651949, compoundYield 99.3%

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-(2,3-dichlorophenyl)-1-propyl-1,2,3,6-tetrahydropyridine (0.4 g, 1.48 mmol), platinum oxide (0.05 g) and hydrochloric acid (0.1 ml, conc) in methanol (30 ml) was hydrogenated at 50 psi for 1 h under hydrogen gas. The reaction mixture was filtered through a pad of celite and the filtrate was concentrated and evaporated to dryness to give 0.4 g of the title compound as the hydrochloric acid salt (87%). Recrystallization from ethanol/diethyl ether: M.p. 265-267° C. MS m/z (relative intensity, 70 eV) 271 (M+, 4), 243 (66), 242 (bp), 164 (9) 115 (17).

Workup

  1. filtrationThe reaction mixture was filtered through a pad of celite
  2. concentrationthe filtrate was concentrated
  3. customevaporated to dryness

Sources & evidence

ORD record
ord-96a91d5481a54576bda548ea0d44f4cf
Source dataset
uspto-grants-2010_12
Patent number
US07851629B2

Reaction notes

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