HCID 12750603, compound → HCID 15288194, compound

HRID 1457635Notes

Reaction equation

HRID 1457635 reaction equation
[S:1]1[C:5]2[C:6](=O)[NH:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[CH2:10][C:4]=2[CH:3]=[CH:2]1.[H-].[Al+3].[Li+].[H-].[H-].[H-]>O1CCCC1>[S:1]1[C:5]2[CH2:6][NH:7][C:8]3[CH:14]=[CH:13][CH:12]=[CH:11][C:9]=3[CH2:10][C:4]=2[CH:3]=[CH:2]1

Participants

4

Reactant 2

HCID 12750603HCID 12750603, compoundHCID 21226445Aluminium lithium hydride

Product 1

HCID 15288194HCID 15288194, compoundYield 64.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A stirred solution of 2.0 g of 9,10-dihydro-4H-thieno[2,3-c][1]benzazepin-10-one and lithium aluminum hydride (500 mg) in tetrahydrofuran is refluxed for 4 hours. At the end, reaction mixture is carefully quenched with ice cold water and extracted with chloroform. The organic layer is washed well with water and dried over anhydrous Na2SO4, filtered and concentrated. The product is purified by silica gel column chromatography by eluting it with 30% ethyl acetate:hexane to give 1.2 g of the desired product as a bright yellow solid. Mass Spectrum M+ 202.

Workup

  1. customAt the end, reaction mixture
  2. customis carefully quenched with ice cold water
  3. extractionextracted with chloroform
  4. washThe organic layer is washed well with water
  5. dry with materialdried over anhydrous Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe product is purified by silica gel column chromatography
  9. washby eluting it with 30% ethyl acetate

Sources & evidence

ORD record
ord-0e4ab9329b3146019ba3054ce15230f7
Source dataset
uspto-grants-1998_12
Patent number
US05849735

Reaction notes

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