Acetyl chloride → HCID 19370268, compound

HRID 129755Notes

Reaction equation

HRID 129755 reaction equation
C(N(CC)CC)C.[NH2:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][C:15](=[C:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH2:14][CH2:13]1.[C:31](Cl)(=[O:33])[CH3:32]>C(Cl)Cl>[C:31]([NH:8][CH2:9][CH2:10][CH2:11][N:12]1[CH2:17][CH2:16][C:15](=[C:18]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=2)[C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[CH2:14][CH2:13]1)(=[O:33])[CH3:32]

Participants

5

Reactant 3

HCID 6367Acetyl chlorideHCID 8471TriethylamineHCID 13504589HCID 13504589, compound

Product 1

HCID 19370268HCID 19370268, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent3×

Procedure

680 mg of triethylamine was added to a solution of 1.0 g of 1-(3-aminopropyl)-4-(diphenylmethylene)-piperidine (prepared as described in Preparation 15') in 10 ml of methylene chloride at room temperature; a solution of 680 mg of acetyl chloride in 2 ml of methylene chloride was then added dropwise to it at -10° C., after which the mixture was stirred at the same temperature for 5 minutes. Methylene chloride was then added to the mixturem, which was then washed with water and with a saturated aqueous solution of sodium chloride, in that order, after which it was dried over anhydrous sodium sulfate. Evaporation of the solvent under reduced pressure gave 1.14 g (a quantitative yield) of the title compound as an oil.

Workup

  1. customprepared
  2. washwas then washed with water and with a saturated aqueous solution of sodium chloride, in that order
  3. dry with materialafter which it was dried over anhydrous sodium sulfate
  4. customEvaporation of the solvent under reduced pressure

Sources & evidence

ORD record
ord-de594f47101648dab7b5efcf94dbd4ba
Source dataset
uspto-grants-1995_11
Patent number
US05470851

Reaction notes

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