Reaction #4161754
Related Literature (1)
openreactiondata ↗doi:10.1039/C8SC04228D
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-769ac7a6813d49d9afc991b553525083No renderable structure data available
CC(=O)C1=CC=C(C=C1)CCBrChemical Intermediate
Structures, identifiers and computed properties have been matched to the database record by CAS.
| Intermediates | 1-[4-(2-bromoethyl)phenyl]ethanone |
|---|---|
| IUPAC Name | — |
| CAS Number | 40422-73-9 |
| Database ID | 611194 |
| Molecular Formula | — |
| Molecular Weight | — |
Product Information
1-[4-(2-bromoethyl)phenyl]ethanone (CAS 40422-73-9) product identity, structure identifiers and related reaction data for chemical intermediate research and sourcing review.
Potential Applications
For professional research and industrial use only
Database ID 611194
Safety Notice
For professional research and industrial use only. Review the supplier safety data sheet before handling.
Synthesis data
12 reactions · 12 references
Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-769ac7a6813d49d9afc991b553525083Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0ddbe9468bcf415cafb6ba5abe477293Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: For the preparation of the starting material of Example 10a, p-(2-bromoethyl)-acetophenone was reacted with sodium azide in dimethylsulfoxide to give p-(2-azidoethyl)acetophenone. Oxidation with sodium hypobromite gave p-(2-azidoethyl)benzoic acid (m.p. 130°-131°, from acetone-hexane), which was converted with thionyl chloride into the corresponding acid chloride and subsequently with ammonia into p-(2-azidoethyl)benzamide. Treatment with triphenylphosphine and hydrolysis gave p-(2-aminoethyl)benzamide, m.p. 132°-133° (from ethanol).
Source ID: ord-90ee2c68454046018b6ea8237ac54200Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-769ac7a6813d49d9afc991b553525083Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: For the preparation of the starting material of Example 10a, p-(2-bromoethyl)-acetophenone was reacted with sodium azide in dimethylsulfoxide to give p-(2-azidoethyl)acetophenone. Oxidation with sodium hypobromite gave p-(2-azidoethyl)benzoic acid (m.p. 130°-131°, from acetone-hexane), which was converted with thionyl chloride into the corresponding acid chloride and subsequently with ammonia into p-(2-azidoethyl)benzamide. Treatment with triphenylphosphine and hydrolysis gave p-(2-aminoethyl)benzamide, m.p. 132°-133° (from ethanol).
Source ID: ord-dbea3d8eeda045a2b878553096d08937Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: For the preparation of the starting material of Example 10a, p-(2-bromoethyl)-acetophenone was reacted with sodium azide in dimethylsulfoxide to give p-(2-azidoethyl)acetophenone. Oxidation with sodium hypobromite gave p-(2-azidoethyl)benzoic acid (m.p. 130°-131°, from acetone-hexane), which was converted with thionyl chloride into the corresponding acid chloride and subsequently with ammonia into p-(2-azidoethyl)benzamide. Treatment with triphenylphosphine and hydrolysis gave p-(2-aminoethyl)benzamide, m.p. 132°-133° (from ethanol).
Source ID: ord-dbea3d8eeda045a2b878553096d08937Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: For the preparation of the starting material of Example 10a, p-(2-bromoethyl)-acetophenone was reacted with sodium azide in dimethylsulfoxide to give p-(2-azidoethyl)acetophenone. Oxidation with sodium hypobromite gave p-(2-azidoethyl)benzoic acid (m.p. 130°-131°, from acetone-hexane), which was converted with thionyl chloride into the corresponding acid chloride and subsequently with ammonia into p-(2-azidoethyl)benzamide. Treatment with triphenylphosphine and hydrolysis gave p-(2-aminoethyl)benzamide, m.p. 132°-133° (from ethanol).
Source ID: ord-90ee2c68454046018b6ea8237ac54200Conditions: temp:0.00; pressure:0.00; stir:
Source ID: ord-0ddbe9468bcf415cafb6ba5abe477293Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: By the reaction of 1-(4-chlorophenyl)-piperazine with 4'-(2-bromoethyl)-acetophenone analogously to Example (41a), there is obtained 4'-{2-[1-(4-chlorophenyl)-piperazin-4-yl]-ethyl}-acetophenone. Yield 64% of theory; m.p. 141°-143° C. (recrystallised from ethyl acetate).
Source ID: ord-0cd9bd76e1fb4cee992783f314e98614Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: p-(2-Bromoethyl)-acetophenone (J.A.C.S. 62, 1940, 1435) was reacted with sodium azide in dimethyl sulphoxide to give p-(2-azidoethyl)acetophenone. Oxidation with sodium hypobromide gave p-(2-azidoethyl)benzoic acid (melting point 130°-131°, from acetone/hexane) which was converted with thionyl chloride into the corresponding acid chloride. Treatment of the acid chloride with ammonia gave p-(2-azidoethyl)benzamide. Treatment with triphenylphosphine and hydrolysis gave p-(2-aminoethyl)benzamide of melting point 132°-133° (from ethanol).
Source ID: ord-7a23315d1cc842c9a59c83b7f9092ac8Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: For the preparation of the starting material of Example 10a, p-(2-bromoethyl)-acetophenone was reacted with sodium azide in dimethylsulfoxide to give p-(2-azidoethyl)acetophenone. Oxidation with sodium hypobromite gave p-(2-azidoethyl)benzoic acid (m.p. 130°-131°, from acetone-hexane), which was converted with thionyl chloride into the corresponding acid chloride and subsequently with ammonia into p-(2-azidoethyl)benzamide. Treatment with triphenylphosphine and hydrolysis gave p-(2-aminoethyl)benzamide, m.p. 132°-133° (from ethanol).
Source ID: ord-dbea3d8eeda045a2b878553096d08937Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.
Procedure: For the preparation of the starting material of Example 10a, p-(2-bromoethyl)-acetophenone was reacted with sodium azide in dimethylsulfoxide to give p-(2-azidoethyl)acetophenone. Oxidation with sodium hypobromite gave p-(2-azidoethyl)benzoic acid (m.p. 130°-131°, from acetone-hexane), which was converted with thionyl chloride into the corresponding acid chloride and subsequently with ammonia into p-(2-azidoethyl)benzamide. Treatment with triphenylphosphine and hydrolysis gave p-(2-aminoethyl)benzamide, m.p. 132°-133° (from ethanol).
Source ID: ord-90ee2c68454046018b6ea8237ac54200PubChem References
These sources are listed in the compound's public database record.
Request a Quote
Send the required specification, quantity, destination and intended use. The CATO team will review availability and respond.
