Sodium Sulfate → 7-Methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine

HRID 36573Notes

Reaction equation

HRID 36573 reaction equation
[H-].[Li+].[Al+3].[H-].[H-].[H-].[CH3:7][O:8][C:9]1[CH:10]=[CH:11][C:12]2[S:18][CH2:17][CH2:16][NH:15][C:14](=O)[C:13]=2[CH:20]=1.S([O-])([O-])(=O)=O.[Na+].[Na+]>C1COCC1>[CH3:7][O:8][C:9]1[CH:10]=[CH:11][C:12]2[S:18][CH2:17][CH2:16][NH:15][CH2:14][C:13]=2[CH:20]=1

Participants

5

Reactant 3

HCID 24436Sodium SulfateHCID 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-benzothiazepineYield 94.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Aluminum lithium hydride (2.739) and the abovementioned 7-methoxy-5-oxo-2,3,4,5-tetrahydro-1,4-benzothiazepine (5.0 g) were added to THF (150 ml) under ice cooling and heated at reflux for 3 hours. After adding an excess amount of sodium sulfate.10 hydrates, a celite filtration was made. The resulting filtrate was concentrated to give 7-methoxy-2,3,4,5-tetrahydro-1,4-benzothiazepine (4.4 g).

Workup

  1. temperatureheated
  2. temperatureat reflux for 3 hours
  3. filtration10 hydrates, a celite filtration
  4. concentrationThe resulting filtrate was concentrated

Sources & evidence

ORD record
ord-8b5de020a416400d905809c3a15a3aa5
Source dataset
uspto-grants-1995_05
Patent number
US05416066

Reaction notes

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