HCID 18351376, compound → HCID 18351382, compound

HRID 430610Notes

Reaction equation

HRID 430610 reaction equation
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][C:15]([CH2:19][NH:20][C:21](=O)OCC)([OH:18])[CH2:14][CH2:13]2)=[CH:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[C:3]([CH2:10][CH2:11][N:12]2[CH2:17][CH2:16][C:15]([CH2:19][NH:20][CH3:21])([OH:18])[CH2:14][CH2:13]2)=[CH:2]1

Participants

4

Reactant 2

HCID 18351376HCID 18351376, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 18351382HCID 18351382, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

A solution of 13.4 g of the product obtained in Step C in 130 ml of tetrahydrofuran is added, at a reaction mixture temperature of 20° C., to a suspension of 3.63 g of lithium aluminium hydride in 20 ml of tetrahydrofuran. After 9 hours' reflux and then 12 hours at room temperature, the reaction mixture is hydrolysed, filtered and then concentrated under reduced pressure, enabling the expected product to be isolated.

Workup

  1. temperatureAfter 9 hours' reflux
  2. custom12 hours
  3. customat room temperature
  4. filtrationfiltered
  5. concentrationconcentrated under reduced pressure
  6. customto be isolated

Sources & evidence

ORD record
ord-beb99c3f25bc44c4a9f5168ceddbfe8d
Source dataset
uspto-grants-2001_11
Patent number
US06323217B2

Reaction notes

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