Water → 2-(Pyrrolidin-1-yl)cyclohexan-1-ol

HRID 1107568Notes

Reaction equation

HRID 1107568 reaction equation
[CH:1]12[O:7][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6]2.[NH:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1.O>C(OCC)C>[OH:7][CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[N:8]1[CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

5

Reactant 3

HCID 962WaterHCID 9246Cyclohexene oxideHCID 31268Pyrrolidine

Product 1

HCID 119888572-(Pyrrolidin-1-yl)cyclohexan-1-olYield 89%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

Cyclohexene oxide (982 mg, 10 mmol), pyrolidine (2.134 g, 30 mmol), and 1.8 mL of water were heated at 90° C. for 18 hours. The reaction was then cooled and diluted with 75 mL of diethyl ether. The mixture was then washed with aqueous sodium bicarbonate (15 mL), brine (2×15 mL), dried over magnesium sulfate, filtered, and evaporated to give 1.499 g (89%) of the title compound.

Workup

  1. temperatureThe reaction was then cooled
  2. washThe mixture was then washed with aqueous sodium bicarbonate (15 mL), brine (2×15 mL)
  3. dry with materialdried over magnesium sulfate
  4. filtrationfiltered
  5. customevaporated

Sources & evidence

ORD record
ord-b07049ec269e447b9c2abe0cb6d475eb
Source dataset
uspto-grants-2000_05
Patent number
US06060488

Reaction notes

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