Bromine → HCID 20141813, compound

HRID 649529Notes

Reaction equation

HRID 649529 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[O:8][C:7](=[O:12])[CH2:6][CH2:5]2.[Br:13]Br>C(O)(=O)C>[Br:13][CH:6]1[CH2:5][C:4]2[C:9](=[CH:10][CH:11]=[C:2]([F:1])[CH:3]=2)[O:8][C:7]1=[O:12]

Participants

4

Reactant 2

HCID 24408BromineHCID 586786HCID 586786, compound

Product 1

HCID 20141813HCID 20141813, compoundYield 95.2%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
25 °C

Procedure

To a solution of 6-fluorochromanone 99.6 g, 0.6 mol) in 500 ml of acetic acid, 96.0 g (0.6 mol) of bromine were added in dropwise at a rate so as to maintain a reaction temperature at 25° C. After stirring the reactants for 2.0 hours at 25° C., the reaction mixture was poured into 1.2 liter of cracked ice with stirring. Resulting precipitate was subsequently filtered, washed with water and then dried on air to give 140 g (95.2%) of the desired compound.

Workup

  1. stirringwith stirring
  2. customResulting precipitate
  3. filtrationwas subsequently filtered
  4. washwashed with water
  5. customdried on air

Sources & evidence

ORD record
ord-dd67640f782843199e72d44c440ae7fa
Source dataset
uspto-grants-1988_04
Patent number
US04740517

Reaction notes

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