Tetrahydrofuran → HCID 70081150, compound

HRID 265895Notes

Reaction equation

HRID 265895 reaction equation
[CH2:1]([N:8]1[CH:12]=[C:11]([CH2:13][C:14](OCC)=O)[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].C1C[O:28]CC1>>[CH2:1]([N:8]1[CH:12]=[C:11]([CH:13]([OH:28])[CH3:14])[N:10]=[CH:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 8028TetrahydrofuranHCID 18928602HCID 18928602, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 70081150HCID 70081150, compound

Procedure

A solution of 25-2 (4.6 g, 18.8 mmol) in THF (50 mL) at ambient temperature was treated dropwise with LiAlH4 (9.4 mL, 9.4 mmol, 1M in THF). After stirring for 1 hour the reaction was quenched with a saturated sodium potassium tartrate solution. The mixture was then poured into EtOAc and washed with H2O and brine, dried (MgSO4) and concentrated to yield 25-3 as a yellow oil.

Workup

  1. customwas quenched with a saturated sodium potassium tartrate solution
  2. additionThe mixture was then poured into EtOAc
  3. washwashed with H2O and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-20bd391f8d084485a7bebefc8ebd71ce
Source dataset
uspto-grants-1997_07
Patent number
US05648368

Reaction notes

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