2-(4-Chlorophenyl)ethylamine → HCID 4591748, compound

HRID 2383035Notes

Reaction equation

HRID 2383035 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH2:10])=[CH:4][CH:3]=1.[CH:11]1([C:17](Cl)=[O:18])[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1>CCOC(C)=O>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][NH:10][C:17]([CH:11]2[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]2)=[O:18])=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 674302-(4-Chlorophenyl)ethylamineHCID 75938Cyclohexanecarbonyl chloride

Product 1

HCID 4591748HCID 4591748, compound

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent2×

Procedure

[2-(4-chlorophenyl)ethyl]amine (3.5 g) was dissolved in a 1:2 mixed solution (45 mL) of EtOAc-saturated aqueous sodium bicarbonate. A solution of cyclohexanecarbonyl chloride (3.35 mL) in EtOAc (18 mL) was added dropwise to the reaction liquid over 5 minutes. After stirring for 1.5 hours, the reaction liquid was extracted with EtOAc, washed with an aqueous 1 M sodium hydroxide solution and water, and dried over magnesium sulfate. The solvent was evaporated and the resulting residue was dried to obtain N-[2-(4-chlorophenyl)ethyl]cyclohexanecarboxamide (5.69 g).

Workup

  1. customthe reaction liquid
  2. extractionwas extracted with EtOAc
  3. washwashed with an aqueous 1 M sodium hydroxide solution and water
  4. dry with materialdried over magnesium sulfate
  5. customThe solvent was evaporated
  6. customthe resulting residue was dried

Sources & evidence

ORD record
ord-f526abaadb514db8907b4a64d00a9d57
Source dataset
uspto-grants-2012_09
Patent number
US08263607B2

Reaction notes

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