Benzyl Chloride → HCID 10400444, compound

HRID 2379721Notes

Reaction equation

HRID 2379721 reaction equation
[NH:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:3][CH2:2]1.C(N(CC)CC)C.[CH2:20](Cl)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl>[CH2:20]([N:1]1[CH2:6][CH2:5][CH:4]([CH2:7][C:8]([O:10][CH2:11][CH3:12])=[O:9])[CH2:3][CH2:2]1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

5

Reactant 3

HCID 7503Benzyl ChlorideHCID 8471TriethylamineHCID 2760465Ethyl 2-(piperidin-4-yl)acetate

Product 1

HCID 10400444HCID 10400444, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

Ethyl 4-piperidylacetate was dissolved in 50 ml CH2Cl2 while chilling the mixture on an ice bath, 3.1 ml (22 mmol) triethylamine then benzyl chloride was added; the mixture was refluxed for 2 hours. After cooling the organic layer was extracted with water, brine and then dried over magnesium sulfate. After crystallization, 2.05 g of ethyl N-benzyl-4-piperidylacetate was obtained (Formula XI: Y'=CH2, alkyl=C2H5).

Workup

  1. temperaturewhile chilling the mixture on an ice bath
  2. temperaturethe mixture was refluxed for 2 hours
  3. temperatureAfter cooling the organic layer
  4. extractionwas extracted with water, brine
  5. dry with materialdried over magnesium sulfate
  6. customAfter crystallization

Sources & evidence

ORD record
ord-87b5cd366eac4fb1a410afd0123cc0e8
Source dataset
uspto-grants-1994_11
Patent number
US05364865

Reaction notes

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