HCID 15070585, compound → HCID 15765402, compound

HRID 2226093Notes

Reaction equation

HRID 2226093 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([O:9][CH3:10])[N:6]=[C:5]([S:11][CH:12]([CH2:17][CH2:18][CH2:19][CH3:20])[C:13](OC)=[O:14])[N:4]=1.[H-].[Li+].[Al+3].[H-].[H-].[H-]>O1CCCC1>[CH3:10][O:9][C:7]1[CH:8]=[C:3]([O:2][CH3:1])[N:4]=[C:5]([S:11][CH:12]([CH2:17][CH2:18][CH2:19][CH3:20])[CH2:13][OH:14])[N:6]=1

Participants

4

Reactant 2

HCID 15070585HCID 15070585, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 15765402HCID 15765402, compoundYield 93.1%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A tetrahydrofuran solution of methyl 2-(4,6-dimethoxy-2-Pyrimidinylthio)-hexanoate (3.2 g) was added dropwise to a tetrahydrofuran suspension of aluminum lithium hydride (0.7 g) under ice-cooling, followed by 30 minutes stirring at room temperature, addition thereto of water and removal therefrom of precipitates by filtration. Then tetrahydrofuran was distilled off form the reaction liquid under reduced pressure and the resulting residue was subjected to silica gel column chromatography, to obtain the desired 2-(4,6-dimethoxy-2-pyrimidinylthio)hexanol (2.7 g). nD 1.5303.

Workup

  1. temperaturecooling
  2. additionaddition
  3. customof water and removal
  4. customof precipitates by filtration
  5. distillationThen tetrahydrofuran was distilled off
  6. customform
  7. customthe reaction liquid under reduced pressure

Sources & evidence

ORD record
ord-5de83f29222d47169613ebc93dfb4e0a
Source dataset
uspto-grants-1994_09
Patent number
US05346880

Reaction notes

Loading…