Triethylamine → HCID 54270909, compound

HRID 2287936Notes

Reaction equation

HRID 2287936 reaction equation
[C:1]([O:5][C:6]([CH:8]1[CH2:13][CH2:12][NH:11][CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:3])[CH3:2].C(N(CC)CC)C.[C:21](Cl)(=[O:24])[CH:22]=[CH2:23]>C(Cl)Cl>[C:1]([O:5][C:6]([CH:8]1[CH2:13][CH2:12][N:11]([C:21](=[O:24])[CH:22]=[CH2:23])[CH2:10][CH2:9]1)=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 1512676Tert-butyl Piperidine-4-carboxylate

Product 1

HCID 54270909HCID 54270909, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent2×

Procedure

Next, 20.3 g of piperidine-4-carboxylic acid t-butyl ester is dissolved in 100 ml of CH2Cl2 and cooled in an ice bath. Under a nitrogen atmosphere, 12 ml of triethylamine and then, 8.2 ml of acryloyl chloride solution in CH2Cl2 are added dropwise to the ester solution. This mixture is completely mixed by stirring for 5 hrs. Thereafter, this mixture is washed three times with 20 ml of 1 N HCl, washed another three times with 20 ml of NaHCO3 and then washed once with 25 ml of brine water, and dried over MgSO4 to obtain N-acryloyl-piperidine-4-carboxylic acid t-butyl ester.

Workup

  1. temperaturecooled in an ice bath
  2. additionThis mixture is completely mixed
  3. washThereafter, this mixture is washed three times with 20 ml of 1 N HCl
  4. washwashed another three times with 20 ml of NaHCO3
  5. washwashed once with 25 ml of brine water
  6. dry with materialdried over MgSO4

Sources & evidence

ORD record
ord-df350d16e6b046c1a56e046a66ce8815
Source dataset
uspto-grants-2000_07
Patent number
US06087065

Reaction notes

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