Hydrochloric Acid → HCID 18180120, compound

HRID 1358946Notes

Reaction equation

HRID 1358946 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([N+:9]([O-])=O)=[CH:5][C:4]=1[C:12]1[CH2:13][CH2:14][N:15]([CH3:18])[CH2:16][CH:17]=1.[ClH:19]>C(O)C>[ClH:19].[CH3:1][O:2][C:3]1[CH:8]=[CH:7][C:6]([NH2:9])=[CH:5][C:4]=1[C:12]1[CH2:17][CH2:16][N:15]([CH3:18])[CH2:14][CH:13]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 18180140HCID 18180140, compound

Product 1

HCID 18180120HCID 18180120, compoundYield 99%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 4-(2-methoxy-5-nitrophenyl)-1-methyl-1,2,3,6-tetrahydropyridine (D37) (570 mg, 2 mmol), in ethanol (35 ml), was warmed to 60° C. and treated dropwise with a solution of stannous chloride (2 g) in conc. hydrochloric acid (4 ml). The mixture was heated for a further 2 h after addition, and allowed to cool. The precipitate was filtered off, and washed with ethanol to give the title compound (D39) as a pale yellow powder (580 mg, 99%). MH+=219.

Workup

  1. temperatureThe mixture was heated for a further 2 h
  2. additionafter addition
  3. temperatureto cool
  4. filtrationThe precipitate was filtered off
  5. washwashed with ethanol

Sources & evidence

ORD record
ord-2ec52d401c66431d8ff8e7504f8fb2a7
Source dataset
uspto-grants-2003_07
Patent number
US06599904B2

Reaction notes

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