Chloral → HCID 21409944, compound

HRID 2071988Notes

Reaction equation

HRID 2071988 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-0f9cf9b1d20b419f86cc5cf74fbd1768
Source dataset
uspto-grants-1977_09
Patent number
US04049663

Reaction notes

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