7-Methoxy-3,4-dihydrobenzo[f][1,4]thiazepin-5(2H)-one → 7-Methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

HRID 1427147Notes

Reaction equation

HRID 1427147 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][CH2:11][CH2:10][NH:9][C:8](=O)[C:7]=2[CH:14]=1.[H-].[H-].[H-].[H-].[Li+].[Al+3]>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[S:12][CH2:11][CH2:10][NH:9][CH2:8][C:7]=2[CH:14]=1

Participants

4

Reactant 2

HCID 112872617-Methoxy-3,4-dihydrobenzo[f][1,4]thiazepin-5(2H)-oneHCID 21226445Aluminium lithium hydride

Product 1

HCID 118056287-Methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7-Methoxy-5-oxo-2,3,4,5-tetrahydro-1,4-benzothiazepine (0.300 g) was treated with LiAlH4 (0.160 g) in THF (10 ml) at reflux overnight. The mixture was cooled to room temperature and Na2SO4.10H2O was added slowly to quench the reaction. The resulting mixture was stirred at room temperature for 1 hour and filtered through a short celite column. Removal of the solvents led to the desired product as a colorless oil.

Workup

  1. temperatureat reflux overnight
  2. customto quench
  3. customthe reaction
  4. filtrationfiltered through a short celite column
  5. customRemoval of the solvents

Sources & evidence

ORD record
ord-f9cfac50391e442982f6b2d2d68a32f2
Source dataset
uspto-grants-2015_01
Patent number
US08933129B2

Reaction notes

Loading…