Dimethylamine → 2-(Dimethylamino)cyclohexanol

HRID 441435Notes

Reaction equation

HRID 441435 reaction equation
[CH:1]12[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[CH3:8][NH:9][CH3:10]>>[CH3:8][N:9]([CH3:10])[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[OH:7]

Participants

3

Reactant 2

HCID 674DimethylamineHCID 9246Cyclohexene oxide

Product 1

HCID 978902-(Dimethylamino)cyclohexanol

Procedure

A mixture of 50.0 g of cyclohexene oxide and 100 ml of 25 percent aqueous dimethylamine was heated with stirring at 145° in a small autoclave for 8 hours. While the mixture was being concentrated to dryness at 50° on a film evaporator, absolute ethanol was added periodically to aid in removal of water. The residue was distilled through a Nester-Faust spinning band column to give 53.0 g of 2-dimethylamino-1-cyclohexanol, b.p. 64.1 - 64.2/2.4 mm. The ir curve was consistent with the assigned structure.

Workup

  1. temperaturewas heated
  2. concentrationWhile the mixture was being concentrated to dryness at 50° on a film evaporator, absolute ethanol
  3. additionwas added periodically
  4. customto aid in removal of water
  5. distillationThe residue was distilled through a Nester-Faust

Sources & evidence

ORD record
ord-07e657b361eb444a82e01f00a457982d
Source dataset
uspto-grants-1977_08
Patent number
US04040813

Reaction notes

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