Bromine → HCID 59629394, compound

HRID 1395941Notes

Reaction equation

HRID 1395941 reaction equation
[CH:1]1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][C:2]=1[C:11]1[CH:12]=[C:13]2[C:22](=[C:23]3[C:28]=1[CH:27]=[CH:26][CH:25]=[CH:24]3)[C:21]1[CH:29]=[CH:30][CH:31]=[CH:32][C:20]=1[C:19]1[C:14]2=[CH:15][CH:16]=[CH:17][CH:18]=1.[Br:33]Br>C(O)(=O)C>[Br:33][C:31]1[CH:30]=[CH:29][C:21]2[C:22]3[C:13]([C:14]4[C:19]([C:20]=2[CH:32]=1)=[CH:18][CH:17]=[CH:16][CH:15]=4)=[CH:12][C:11]([C:2]1[CH:3]=[CH:4][C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:1]=1)=[C:28]1[C:23]=3[CH:24]=[CH:25][CH:26]=[CH:27]1

Participants

4

Reactant 2

HCID 24408BromineHCID 59629392HCID 59629392, compound

Product 1

HCID 59629394HCID 59629394, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Conditions

Temperature
100 °C

Procedure

4.05 g of 10-(2-naphthyl)benzo[g]chrysene and 400 mL of acetic acid were placed in a flask. 1.92 g of bromine was added, and the resultant was heated with stirring at 100° C. for 8 hours. After cooling to room temperature, the reaction solution was poured to 1 L of ice water. Deposited solids were separated by filtration, and washed with water and then with methanol, and dried. The thus obtained solids were purified by means of silica gel column chromatography, whereby 4.35 g (yield: 90%) of 3-bromo-10-(2-naphthyl)benzo[g]chrysene was obtained.

Workup

  1. temperaturethe resultant was heated
  2. temperatureAfter cooling to room temperature
  3. customDeposited solids were separated by filtration
  4. washwashed with water
  5. dry with materialwith methanol, and dried
  6. customThe thus obtained solids were purified by means of silica gel column chromatography

Sources & evidence

ORD record
ord-bd37c4f205544db2acadb02fb6b593e5
Source dataset
uspto-grants-2014_12
Patent number
US08900724B2

Reaction notes

Loading…