Tetrahydrofuran → HCID 22325087, compound

HRID 496069Notes

Reaction equation

HRID 496069 reaction equation
[N:1]1([C:6]2([C:9](OCC)=[O:10])[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1.O1CCCC1.[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+]>O>[N:1]1([C:6]2([CH2:9][OH:10])[CH2:8][CH2:7]2)[CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 8028Tetrahydrofuran2×HCID 14798Sodium HydroxideHCID 21226445Aluminium lithium hydrideHCID 22325082HCID 22325082, compound

Product 1

HCID 22325087HCID 22325087, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

20.5 g of the product obtained in Step 3 and 100 ml of tetrahydrofuran are poured, over 5 minutes, into a suspension containing 8.57 g of lithium aluminium hydride and 400 ml of tetrahydrofuran. The mixture is heated at reflux for 2 hours, cooled to 5° C. and hydrolysed by successive additions of 9 ml of water, 9 ml of 4N sodium hydroxide solution and then 27 ml of water. The aluminium compound is filtered off and rinsed with tetrahydroflran. The combined filtrates are concentrated to dryness, allowing the desired product to be obtained (liquid).

Workup

  1. temperatureThe mixture is heated
  2. temperatureat reflux for 2 hours
  3. filtrationThe aluminium compound is filtered off
  4. washrinsed with tetrahydroflran
  5. concentrationThe combined filtrates are concentrated to dryness
  6. customto be obtained (liquid)

Sources & evidence

ORD record
ord-9fa619de0f9a40589588bee84f4458b7
Source dataset
uspto-grants-2005_09
Patent number
US06943184B2

Reaction notes

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