Potassium Carbonate → HCID 10820667, compound

HRID 918375Notes

Reaction equation

HRID 918375 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]#[N:10].[H-].[Al+3].[Li+].[H-].[H-].[H-].C(=O)([O-])[O-].[K+].[K+]>CCOCC.O1CCCC1>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][CH2:9][NH2:10]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 544562(Tetrahydro-pyran-2-yloxy)-acetonitrileHCID 21226445Aluminium lithium hydride

Product 1

HCID 10820667HCID 10820667, compoundYield 93.3%

Reagents, catalysts & solvents 2

HCID 3283Diethyl EtherSolvent2×HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 35 g of tetrahydropyran-2-yloxy acetonitrile in 100 ml of ether is added dropwise to a slurry of 10 g of lithium aluminum hydride in 300 ml of ether and 100 ml of tetrahydrofuran. The slurry is refluxed for 210 minutes, cooled, and 25 ml of sat. potassium carbonate solution is added at a rate that maintains gentle reflux. After 90 minutes the slurry is filtered and the solid is washed with ether. The filtrate is evaporated in vacuo and distilled to give 33.6 g of 2-(tetrahydropyran-2-yloxy)ethylamine, boiling point 41.5°-46°C at 0.5-0.8 mm.

Workup

  1. temperatureThe slurry is refluxed for 210 minutes
  2. temperaturecooled
  3. filtrationAfter 90 minutes the slurry is filtered
  4. washthe solid is washed with ether
  5. customThe filtrate is evaporated in vacuo
  6. distillationdistilled

Sources & evidence

ORD record
ord-3d5c6c31f5104a13a8ad6518a76949fc
Source dataset
uspto-grants-1976_07
Patent number
US03971772

Reaction notes

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