Triethylamine → ACRYLAMIDO BUFFER

HRID 1085409Notes

Reaction equation

HRID 1085409 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-a7f251dd1cf446ba892c258b1b14f894
Source dataset
uspto-grants-1991_04
Patent number
US05010080

Reaction notes

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