Bromine → HCID 21130787, compound

HRID 1370756Notes

Reaction equation

HRID 1370756 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][C:3]=1[O:8][C:9](=[O:14])[C:10]([CH3:13])([CH3:12])[CH3:11].[Br:15]Br.S([O-])([O-])(=O)=S.[Na+].[Na+]>ClCCl>[Br:15][C:5]1[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([O:8][C:9](=[O:14])[C:10]([CH3:11])([CH3:13])[CH3:12])[CH:4]=1

Participants

5

Reactant 3

HCID 24408BromineHCID 24477Sodium ThiosulfateHCID 21130784HCID 21130784, compound

Product 1

HCID 21130787HCID 21130787, compoundYield 97%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

2,2 dimethylpropionic acid 2-hydroxyphenylester (6 g) was dissolved in dichloromethane and bromine (4 ml) was added slowly at 0° C. Then, the blended solution was reacted for 30 minutes at −75° C. After completing the reaction, sodium thiosulfate was added to remove bromine, water was added to dilute, and extracted with ethylacetate. A resulting organic layer was dried over anhydrous magnesium sulfate and distilled under reduced pressure. As a result, the present compound (2.2 g, productive yield 97%) was obtained as a white solid.

Workup

  1. customThen, the blended solution was reacted for 30 minutes at −75° C
  2. additionwas added
  3. customto remove bromine, water
  4. additionwas added
  5. additionto dilute
  6. extractionextracted with ethylacetate
  7. dry with materialA resulting organic layer was dried over anhydrous magnesium sulfate
  8. distillationdistilled under reduced pressure
  9. customAs a result, the present compound (2.2 g, productive yield 97%) was obtained as a white solid

Sources & evidence

ORD record
ord-cad42337b1754055ac78ad1242f316c3
Source dataset
uspto-grants-2003_06
Patent number
US06583321B1

Reaction notes

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