Triethylamine → HCID 21275353, compound

HRID 1381872Notes

Reaction equation

HRID 1381872 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]2)=[CH:4][CH:3]=1.C(N(CC)CC)C.[CH3:23][O:24][C:25]1[CH:26]=[C:27]([CH:31]=[CH:32][CH:33]=1)[C:28](Cl)=[O:29]>C(Cl)Cl>[ClH:1].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][N:10]2[CH2:11][CH2:12][N:13]([C:28](=[O:29])[C:27]3[CH:31]=[CH:32][CH:33]=[C:25]([O:24][CH3:23])[CH:26]=3)[CH2:14][CH2:15]2)=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 74374m-Anisoyl chlorideHCID 122357141-[2-(4-Chlorophenyl)ethyl]piperazine

Product 1

HCID 21275353HCID 21275353, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

11.23 g of 1-[2-(4-chlorophenyl)-ethyl]piperazine are dissolved in 100 ml of methylene chloride and there are added thereto 9 ml of triethylamine and then, dropwise and with external cooling, 11.08 g of 3-methoxybenzoyl chloride in 100 ml of methylene chloride. The reaction mixture is stirred overnight at room temperature and is then extracted by shaking once with 50 ml of 2N sodium hydroxide solution and twice with 100 ml of water each time. After being dried over sodium sulphate, the mixture is concentrated to dryness by evaporation in vacuo. The oily 1-[2-(4-chlorophenyl)-ethyl]-4-(3-methoxybenzoyl)piperazine is dissolved in isopropanol, and alcoholic hydrochloric acid is added thereto. After the addition of ether, the crystals are filtered. 1-[2-(4-chlorophenyl)-ethyl]-4-(3-methoxybenzoyl)-piperazine hydrochloride having a melting point of 230°-232° is obtained.

Workup

  1. additionthere are added
  2. extractionis then extracted
  3. stirringby shaking once with 50 ml of 2N sodium hydroxide solution and twice with 100 ml of water each time
  4. dry with materialAfter being dried over sodium sulphate
  5. concentrationthe mixture is concentrated to dryness by evaporation in vacuo
  6. dissolutionThe oily 1-[2-(4-chlorophenyl)-ethyl]-4-(3-methoxybenzoyl)piperazine is dissolved in isopropanol
  7. additionalcoholic hydrochloric acid is added
  8. additionAfter the addition of ether
  9. filtrationthe crystals are filtered

Sources & evidence

ORD record
ord-0252f7ed1dea44b18a67e80cadd15b94
Source dataset
uspto-grants-1989_02
Patent number
US04804661

Reaction notes

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