1-Bromo-3-chloropropane → HCID 19800124, compound

HRID 1646953Notes

Reaction equation

HRID 1646953 reaction equation
[NH:1]1[C:9]2[C:4](=[C:5]([C:10]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][C:13]=3[OH:18])=[CH2:11])[CH:6]=[CH:7][CH:8]=2)[CH:3]=[CH:2]1.C(=O)([O-])[O-].[K+].[K+].[Cl:25][CH2:26][CH2:27][CH2:28]Br>CC(C)=O>[Cl:25][CH2:26][CH2:27][CH2:28][O:18][C:13]1[CH:14]=[CH:15][CH:16]=[CH:17][C:12]=1[C:10]([C:5]1[CH:6]=[CH:7][CH:8]=[C:9]2[C:4]=1[CH:3]=[CH:2][NH:1]2)=[CH2:11]

Participants

5

Reactant 3

HCID 80061-Bromo-3-chloropropaneHCID 11430Potassium CarbonateHCID 19800142HCID 19800142, compound

Product 1

HCID 19800124HCID 19800124, compound

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Using the procedure of Step E of Example 1, 6.7 g of 2-[1-(1H-indol-4-yl)-ethenyl]-phenol of Step A of Example 22, 70 ml of acetone, 4 g of potassium carbonate and 11.5 ml of 1-chloro-3-bromo-propane were heated for 20 hours at reflux and after Chromatography and crystallization from petroleum ether (Eb=40-70° C.), 7.05 g of the desired product melting at 70 to 72° C. were obtained.

Workup

  1. temperaturewere heated for 20 hours
  2. temperatureat reflux
  3. customafter Chromatography and crystallization from petroleum ether (Eb=40-70° C.)

Sources & evidence

ORD record
ord-bec1a4adff1744bc97362ec4883641d6
Source dataset
uspto-grants-1993_01
Patent number
US05182282

Reaction notes

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