Lithium Bromide → HCID 57656525, compound

HRID 2041344Notes

Reaction equation

HRID 2041344 reaction equation
[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28]OS(C)(=O)=O)=[CH:24][CH:23]=3)=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[Br-:34].[Li+]>CC(C)=O>[C:1]([O:5][C:6]([N:8]1[CH2:14][CH2:13][C:12]2[C:15]([S:20][CH2:21][C:22]3[CH:27]=[CH:26][C:25]([CH2:28][Br:34])=[CH:24][CH:23]=3)=[C:16]([Cl:19])[CH:17]=[CH:18][C:11]=2[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 82050Lithium BromideHCID 57655937HCID 57655937, compound

Product 1

HCID 57656525HCID 57656525, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Dissolve the crude 3-tert-butoxycarbonyl-7-chloro-6-(4-methanesulfonyloxymethyl -benzylthio)-2,3,4,5-tetrahydro-1H-benzo[d]azepine in anhydrous acetone (3 mL), treat with anhydrous lithium bromide (335 mg, 3.89 mmol) and continue stirring overnight. Add water, extract the reaction mixture three times with ethyl ether, wash with brine, dry over anhydrous MgSO4, and concentrate in vacuo to obtain the desired intermediate that was used without purification.

Workup

  1. extractionAdd water, extract the reaction mixture three times with ethyl ether
  2. washwash with brine
  3. dry with materialdry over anhydrous MgSO4
  4. concentrationconcentrate in vacuo

Sources & evidence

ORD record
ord-33b1643dcb5341df9276816cafb9bb30
Source dataset
uspto-grants-2013_11
Patent number
US08580780B2

Reaction notes

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