Bromine → HCID 23291438, compound

HRID 365397Notes

Reaction equation

HRID 365397 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:14]=1[S:13][CH2:12][CH2:11][CH2:10]2)=[O:4].[Br:15]Br>ClCCl>[CH3:1][O:2][C:3]([C:5]1[CH:6]=[C:7]([Br:15])[CH:8]=[C:9]2[C:14]=1[S:13][CH2:12][CH2:11][CH2:10]2)=[O:4]

Participants

4

Reactant 2

HCID 24408BromineHCID 86755873HCID 86755873, compound

Product 1

HCID 23291438HCID 23291438, compoundYield 82.2%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A solution of methylthiochroman-8 carboxylate (0.300 g, 1.44 mmol) (D6a) in dichloromethane (20 ml) was treated with bromine (0.106 ml, 2.07 mmol) and the reaction mixture left at room temperature. After 4 days the reaction mixture was washed with sodium metabisulphile solution. The organic layer was then dried (Na2SO4) and evaporated under reduced pressure to give the title compound as a colourless oil (0.340 g, 82%).

Workup

  1. waitthe reaction mixture left at room temperature
  2. washAfter 4 days the reaction mixture was washed with sodium metabisulphile solution
  3. dry with materialThe organic layer was then dried (Na2SO4)
  4. customevaporated under reduced pressure

Sources & evidence

ORD record
ord-886d61cb3b0f4033b1274b1a3aa1e2be
Source dataset
uspto-grants-2000_10
Patent number
US06127379

Reaction notes

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