Water → HCID 15015382, compound

HRID 1003379Notes

Reaction equation

HRID 1003379 reaction equation
[CH3:1][N:2]1[CH2:7][CH:6]=[CH:5][CH:4]([C:8](OC)=[O:9])[CH2:3]1.[H-].[Al+3].[Li+].[H-].[H-].[H-].O.C(=O)([O-])[O-].[K+].[K+]>C(OCC)C>[CH3:1][N:2]1[CH2:7][CH:6]=[CH:5][CH:4]([CH2:8][OH:9])[CH2:3]1

Participants

6

Reactant 4

HCID 962WaterHCID 11430Potassium CarbonateHCID 108881343-Pyridinecarboxylic acid, 1,2,3,6-tetrahydro-1-methyl-, methyl esterHCID 21226445Aluminium lithium hydride

Product 1

HCID 15015382HCID 15015382, compoundYield 21.1%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent2×

Procedure

A solution of methyl 1-methyl-1,2,3,6-tetrahydropyridine-3-carboxylate (88 g, 0.56 mol) dis-solved in dry diethyl ether (250 ml) was slowly added to a slurry of lithium aluminium hydride (23 g, 0.6 mol) in diethyl ether (500 ml). The mixture was refluxed for 30 min. Water (100 ml) and potassium carbonate (100 g, 0.72 mol) were added carefully and the mixture was filtered and evaporated to dryness in vacuo. The residue was distilled in vacuum giving one pure fraction of (1-methyl-1,2,3,6-tetrahydro-3-pyridyl)methanol (Yield:15 g). (bp 38-40° C./0.2 bar).

Workup

  1. temperatureThe mixture was refluxed for 30 min
  2. filtrationthe mixture was filtered
  3. customevaporated to dryness in vacuo
  4. distillationThe residue was distilled in vacuum

Sources & evidence

ORD record
ord-5bf3ed77230c429e96f3f9275759dc20
Source dataset
uspto-grants-2000_04
Patent number
US06046214

Reaction notes

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