Triethylamine → ACRYLAMIDO BUFFER

HRID 703094Notes

Reaction equation

HRID 703094 reaction equation
[C:1](Cl)(=[O:4])[CH:2]=[CH2:3].[CH3:6][N:7]1[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]1.C(N(CC)CC)C>C(OCC)C>[CH3:6][N:7]1[CH2:12][CH2:11][N:10]([C:1](=[O:4])[CH:2]=[CH2:3])[CH2:9][CH2:8]1

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 13140Acryloyl chlorideHCID 531671-Methylpiperazine

Product 1

HCID 13742939ACRYLAMIDO BUFFERYield 61.6%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent3×

Procedure

A solution of acryloyl chloride (9 g, 0.10 mole) in ethyl ether (20 ml) was added dropwise to a stirring, cold solution of N-methylpiperazine (10 g, 0.10 mole) and triethylamine (30.6 ml, 0.22 mole) in ethyl ether (150 ml) over a thirty minute period. An additional 75 ml of ethyl ether was added and the reaction stirred for 72 hours. The resulting white solid was filtered and washed well with ethyl ether. The ethyl ether was collected, combined with the filtrate and the solvent evaporated on a rotary evaporator to yield 9.5 g of product as an orange oil. NMR confirmed the structure of the product.

Workup

  1. filtrationThe resulting white solid was filtered
  2. washwashed well with ethyl ether
  3. customThe ethyl ether was collected
  4. customthe solvent evaporated on a rotary evaporator

Sources & evidence

ORD record
ord-154765e145744296b9ffcf5a86f4e188
Source dataset
uspto-grants-1991_01
Patent number
US04981853

Reaction notes

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