Sodium Hydroxide → Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-

HRID 745264Notes

Reaction equation

HRID 745264 reaction equation
[CH3:1][N:2]1[CH:8]2[CH:3]1[CH2:4][CH2:5][CH2:6][CH2:7]2.[NH:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1.[Cl-].[NH4+].[OH-].[Na+]>O>[CH3:1][NH:2][C@@H:3]1[CH2:8][CH2:7][CH2:6][CH2:5][C@H:4]1[N:9]1[CH2:13][CH2:12][CH2:11][CH2:10]1

Participants

6

Reactant 4

HCID 14798Sodium HydroxideHCID 25517Ammonium ChlorideHCID 31268PyrrolidineHCID 12396089HCID 12396089, compound

Product 1

HCID 13377463Cyclohexanamine, N-methyl-2-(1-pyrrolidinyl)-, trans-

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of 7-methyl-7-azabicyclo[4.1.0]heptane (7.0 g, 0.063M), pyrrolidine (17.92 g, 0.25M), water (10 ml) and ammonium chloride (0.16 g) was stirred and refluxed for 21 hours. The solution was cooled and solid sodium hydroxide added and extracted with ether (3×50 ml). The extracts were dried over magnesium sulphate and evaporated under reduced pressure to a brown oil. This was distilled under high vacuum to yield a colorless oil.

Workup

  1. temperaturerefluxed for 21 hours
  2. temperatureThe solution was cooled
  3. extractionextracted with ether (3×50 ml)
  4. dry with materialThe extracts were dried over magnesium sulphate
  5. customevaporated under reduced pressure to a brown oil
  6. distillationThis was distilled under high vacuum
  7. customto yield a colorless oil

Sources & evidence

ORD record
ord-959b91a08c4a40529e3789bb694adb27
Source dataset
uspto-grants-1986_07
Patent number
US04598087

Reaction notes

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