Water → HCID 23289323, compound

HRID 366458Notes

Reaction equation

HRID 366458 reaction equation
[C:1]([O:4][C:5]1[C:10]2[CH2:11][CH2:12][CH2:13][C:14](=[S:16])[NH:15][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2].F[B-](F)(F)F.[CH3:22][O+](C)C.O>C(Cl)Cl>[C:1]([O:4][C:5]1[C:10]2[CH2:11][CH2:12][CH2:13][C:14]([S:16][CH3:22])=[N:15][C:9]=2[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

5

Reactant 3

HCID 962WaterHCID 2735153Oxonium, trimethyl-, tetrafluoroborate(1-) (1:1)HCID 23289285HCID 23289285, compound

Product 1

HCID 23289323HCID 23289323, compoundYield 91.8%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 1,3,4,5-tetrahydro-6-acetoxy-2H-1-benzazepin-2-thione (235 mg, 1.0 mmol) in 25 mL of CH2Cl2 was added at 0° 295 mg (2.0 mmol) of trimethyloxonium tetrafluoroborate. After stirring at room temperature for about 30 min. water was added and the CH2Cl2 layer was separated. Drying over Na2SO4 and removal of the solvent gave 229 mg of 4,5-dihydro-6-acetoxy-2-methylthio-3H-benzazepine.

Workup

  1. additionwas added
  2. customthe CH2Cl2 layer was separated
  3. dry with materialDrying over Na2SO4 and removal of the solvent

Sources & evidence

ORD record
ord-3b8f0b3662d84939ba864cec54953c2d
Source dataset
uspto-grants-2000_10
Patent number
US06130217

Reaction notes

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