Potassium → (+/-)-3-Butyl-3-ethyl-2,3-dihydro-1,4-benzothiazepine

HRID 398821Notes

Reaction equation

HRID 398821 reaction equation
[CH2:1]([C:5]1([CH2:16][CH3:17])[NH:11][CH2:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[S:7][CH2:6]1)[CH2:2][CH2:3][CH3:4].[K]>C(O)(C)(C)C.O>[CH2:1]([C:5]1([CH2:16][CH3:17])[N:11]=[CH:10][C:9]2[CH:12]=[CH:13][CH:14]=[CH:15][C:8]=2[S:7][CH2:6]1)[CH2:2][CH2:3][CH3:4]

Participants

5

Reactant 2

HCID 5462222PotassiumHCID 18968854(+/-)-3-Butyl-3-ethyl-2,3,4,5-tetrahydro-1,4-benzothiazepine

Product 1

HCID 18968787(+/-)-3-Butyl-3-ethyl-2,3-dihydro-1,4-benzothiazepineYield 99.1%

Reagents, catalysts & solvents 2

HCID 962WaterSolventHCID 6386tert-ButanolSolvent

Procedure

To a solution of the product from step (b) (6.0 g) in tert-butyl alcohol (180 ml) was added a solution of potassium permangante (5.7 g) in water (90 ml). The mixture was heated to reflux for 10 minutes, cooled to room temperature, and filtered through celite. Solvent was evaporated to provide the title compound (5.9 g) as a colorless oil. 1H NMR consistent with the proposed structure.

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 10 minutes
  3. filtrationfiltered through celite
  4. customSolvent was evaporated

Sources & evidence

ORD record
ord-b138a27a123e467da2a8f5b77082f856
Source dataset
uspto-grants-1998_10
Patent number
US05817652

Reaction notes

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