Hydrochloric Acid → 4,4-Dimethyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine

HRID 74565Notes

Reaction equation

HRID 74565 reaction equation
[CH2:1]=[N:2][CH2:3][C:4]([CH3:11])([C:6]1[CH:10]=[CH:9][S:8][CH:7]=1)[CH3:5].Cl.[OH-].[Na+]>>[CH3:5][C:4]1([CH3:11])[CH2:3][NH:2][CH2:1][C:7]2[S:8][CH:9]=[CH:10][C:6]1=2

Participants

4

Reactant 3

HCID 313Hydrochloric Acid2×HCID 14798Sodium HydroxideHCID 58117475Methylene-(2-methyl-2-thiophen-3-yl-propyl)-amine

Product 1

HCID 581174974,4-Dimethyl-4,5,6,7-tetrahydro-thieno[2,3-c]pyridine

Procedure

6.0 g (36 mmol) methylene-(2-methyl-2-thiophene-3-yl-propyl)-amine, 11 mL (45 mmol) of a 4M HCl solution and 12 mL (0.14 mol) conc. HCl were stirred at RT over the weekend. The reaction mixture was made alkaline with a 4M sodium hydroxide solution. The precipitate formed was suction filtered, washed with water and dried. The substance was purified on Alox. The product-containing fractions were combined and concentrated to dryness by rotary evaporation.

Workup

  1. customThe precipitate formed
  2. filtrationfiltered
  3. washwashed with water
  4. customdried
  5. customThe substance was purified on Alox
  6. concentrationconcentrated to dryness by rotary evaporation

Sources & evidence

ORD record
ord-b043e0fef08a4135962206ffed41d453
Source dataset
uspto-grants-2014_09
Patent number
US08829006B2

Reaction notes

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