Bromine → HCID 57672400, compound

HRID 2101788Notes

Reaction equation

HRID 2101788 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([C@H:8]([CH2:14][CH2:15][CH3:16])[CH2:9][C:10]([O:12][CH3:13])=[O:11])=[CH:4][CH:3]=1.[Br:17]Br>CC(O)=O>[Br:17][C:7]1[CH:6]=[C:5]([C@H:8]([CH2:14][CH2:15][CH3:16])[CH2:9][C:10]([O:12][CH3:13])=[O:11])[CH:4]=[CH:3][C:2]=1[OH:1]

Participants

4

Reactant 2

HCID 24408BromineHCID 57672393HCID 57672393, compound

Product 1

HCID 57672400HCID 57672400, compoundYield 90.8%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To 10.1 (50 mg, 0.23 mmol) was added Br2 (36 mg, 11.6 μl, 0.23 mmol) in AcOH (1 mL) at room temperature. After 1 hour, the red color disappeared to give a pale orange solution. The solution was concentrated and purified by silica gel chromatography (0 to 50% EtOAc/hexanes) to afford a 27.1 (0.0629 g, 90.8% yield).

Workup

  1. customto give a pale orange solution
  2. concentrationThe solution was concentrated
  3. custompurified by silica gel chromatography (0 to 50% EtOAc/hexanes)

Sources & evidence

ORD record
ord-eb6a3249dfef4f2d9b1a44cfeb0a9cfe
Source dataset
uspto-grants-2009_08
Patent number
US07572934B2

Reaction notes

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