Chloral → HCID 21409944, compound

HRID 1283531Notes

Reaction equation

HRID 1283531 reaction equation
[O:1]=[CH:2]C(Cl)(Cl)Cl.[NH2:7][CH2:8][C:9]1([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1>C(Cl)(Cl)Cl>[CH:2]([NH:7][CH2:8][C:9]1([N:15]2[CH2:20][CH2:19][CH2:18][CH2:17][CH2:16]2)[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]1)=[O:1]

Participants

4

Reactant 2

HCID 6407ChloralHCID 3984021-[1-(Piperidin-1-yl)cyclohexyl]methanamine

Product 1

HCID 21409944HCID 21409944, compoundYield 75.6%

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Procedure

Chloral (4.65 g.) was added dropwise to a cooled solution of 1-[1-(aminomethyl)cyclohexyl]piperidine (5.9 g) in dry chloroform (30 ml). The mixture was stirred at room temperature for 16 hrs. and then heated under reflux for 30 mins. The solution was evaporated to dryness and the oily residue re-evaporated with ether. This residual brown oil (7.9 g) was distilled under high vacuum to give a viscous pale yellow oil of 1-[1-(formamidomethyl)cyclohexyl]piperidine (5.1 g.) b.p. 170°-2°C at 1.7 mm.

Workup

  1. temperatureand then heated
  2. temperatureunder reflux for 30 mins
  3. customThe solution was evaporated to dryness
  4. customthe oily residue re-evaporated with ether
  5. distillationThis residual brown oil (7.9 g) was distilled under high vacuum

Sources & evidence

ORD record
ord-7f92a01720b745389dd027f29a4d400d
Source dataset
uspto-grants-1976_08
Patent number
US03975443

Reaction notes

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