HCID 18928602, compound → HCID 21185130, compound

HRID 583652Notes

Reaction equation

HRID 583652 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][C:14](OCC)=[O:15])[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][CH2:14][OH:15])[N:10]=[CH:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 18928602HCID 18928602, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 21185130HCID 21185130, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a stirred solution of 3-3 (4.6 g, 19 mmol) in THF (50 mL) at ambient temperature was added LiAlH4 (9.4 mL, 9.4 mmol; 1M THF solution). After 1.0 h the reaction was quenched with sat. NaK tartrate solution. The mixture was poured into a EtOAc/H2O mixture. The organic portion was washed with brine, dried (MgSO4) and concentrated to give 3-4 as a yellow viscous oil.

Workup

  1. customAfter 1.0 h the reaction was quenched with sat. NaK tartrate solution
  2. additionThe mixture was poured into a EtOAc/H2O mixture
  3. washThe organic portion was washed with brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-28d6d39defc64c48bd9bd23801a2ab40
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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