Triethylamine → ACRYLAMIDO BUFFER

HRID 1032644Notes

Reaction equation

HRID 1032644 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-d04b758ae0094e7cbeb56f44444f64dd
Source dataset
uspto-grants-1990_09
Patent number
US04959364

Reaction notes

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