Bromine → HCID 18928608, compound

HRID 583678Notes

Reaction equation

HRID 583678 reaction equation
[O:1]=[C:2]([CH3:16])[CH2:3][CH2:4][C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=1.[Br:17]Br>CCO>[Br:17][CH2:16][C:2](=[O:1])[CH2:3][CH2:4][C:5]1[CH:15]=[CH:14][C:8]([C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:7][CH:6]=1

Participants

4

Reactant 2

HCID 24408BromineHCID 10943998HCID 10943998, compound

Product 1

HCID 18928608HCID 18928608, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

21-1 (3.13 g, 14.2 mmol) was dissolved in EtOH (30 mL) at 0°, and Br2 (805 μL, 15.6 mmol) was added. After warming to RT for 16 h the reaction was concentrated, diluted with Et2O, washed with water and brine, dried (MgSO4), and concentrated. Flash chromatography (silica, 10% EtOAc/hexane) provided 21-2 as a white solid.

Workup

  1. concentrationwas concentrated
  2. additiondiluted with Et2O
  3. washwashed with water and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-1ea57625c42e4ee2abc7f84013ea1adf
Source dataset
uspto-grants-1999_07
Patent number
US05929120

Reaction notes

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