Water → HCID 19776091, compound

HRID 1612609Notes

Reaction equation

HRID 1612609 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]2[O:15][CH2:14][CH:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:12][O:11]2)[CH:6]=[CH:7][C:8]=1[F:9])#[N:2].[H-].[Al+3].[Li+].[H-].[H-].[H-].O>O1CCOCC1>[NH2:2][CH2:1][C:3]1[CH:4]=[C:5]([CH:10]2[O:11][CH2:12][CH:13]([CH2:16][CH2:17][CH2:18][CH2:19][CH3:20])[CH2:14][O:15]2)[CH:6]=[CH:7][C:8]=1[F:9]

Participants

5

Reactant 3

HCID 962WaterHCID 19776106HCID 19776106, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 19776091HCID 19776091, compound

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

27.7 g of 2-(3-cyano-4-fluorophenyl)-5-pentyl-1,3-dioxane (obtainable from 3-cyano-4-fluorobenzaldehyde and 2-pentyl-1,3-propanediol) in 380 ml of dioxane are added dropwise, in the course of 2 hours, to a boiling suspension of 4.0 g of lithium aluminium hydride in 300 ml of the same solvent. When the addition is complete, heating is continued for a further hour and decomposition is then effected with water. The solution is filtered off from the precipitated hydroxide and evaporated down under reduced pressure. 2-(3-Aminomethyl-4-fluorophenyl)-5-pentyl-1,3-dioxane is obtained.

Workup

  1. additionWhen the addition
  2. temperatureheating
  3. waitis continued for a further hour
  4. filtrationThe solution is filtered off from the precipitated hydroxide
  5. customevaporated down under reduced pressure

Sources & evidence

ORD record
ord-0f0fdc7f08644729a6e18aedbdfe0f8b
Source dataset
uspto-grants-1993_03
Patent number
US05190689

Reaction notes

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