Bromine → HCID 13936004, compound

HRID 1272199Notes

Reaction equation

HRID 1272199 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][CH2:7][CH2:6][C:5]2=[O:12].[Br:13]Br>C(O)(=O)C>[Br:13][CH:6]1[C:5](=[O:12])[C:4]2[C:9](=[CH:10][CH:11]=[C:2]([F:1])[CH:3]=2)[O:8][CH2:7]1

Participants

4

Reactant 2

HCID 24408BromineHCID 27332626-fluoro-2,3-dihydro-4H-1-benzopyran-4-one

Product 1

HCID 13936004HCID 13936004, compoundYield 68%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

To a solution of 6-fluorochroman-4-one (21.0 g, 126 mmol) in acetic acid (105 ml) is added bromine (6.5 ml, 126 mmol) at such a rate as to not raise the temperature above 25° C. After the addition is complete, the reaction is allowed to stir for 2 hours before pouring into 1 liter of ice. The resulting mixture is stirred overnight. The precipitate which formed is filtered and placed in drying oven to produce 21 g of 3-bromo-6-fluorochroman-4-one.

Workup

  1. temperatureraise the temperature above 25° C
  2. additionAfter the addition
  3. stirringThe resulting mixture is stirred overnight
  4. customThe precipitate which formed
  5. filtrationis filtered
  6. customin drying oven

Sources & evidence

ORD record
ord-d196f896bf7543d4b489c17b9a2e356c
Source dataset
uspto-grants-2007_04
Patent number
US07208505B2

Reaction notes

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