Triethylamine → HCID 21872342, compound

HRID 723279Notes

Reaction equation

HRID 723279 reaction equation
[C:1](Cl)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[N:9]1([CH2:14][CH2:15][OH:16])[CH:13]=[CH:12][N:11]=[CH:10]1.C(N(CC)CC)C>C(Cl)Cl>[C:1]([O:16][CH2:15][CH2:14][N:9]1[CH:13]=[CH:12][N:11]=[CH:10]1)(=[O:7])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 3

HCID 8471TriethylamineHCID 67340Hexanoyl chlorideHCID 74168N-(2-Hydroxyethyl)imidazole

Product 1

HCID 21872342HCID 21872342, compoundYield 90%

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
20 °C

Procedure

In a nitrogen atmosphere, 148 g of caproyl chloride was added dropwise to a mixture of 112 g of 2-(1H-imidazol-1-yl)ethanol, synthesized in Synthesis Example 1, 121 g of triethylamine and 1,000 g of methylene chloride at 0° C. Then the reaction mixture was heated at 20° C. and stirred for 5 hours. The reaction mixture was subjected to conventional aqueous work-up and then purified by vacuum distillation, obtaining 189 g of 2-(1H-imidazol-1-yl)ethyl caproate (boiling point 127° C./20 Pa, yield 90%).

Workup

  1. distillationpurified by vacuum distillation

Sources & evidence

ORD record
ord-663b604be66b4382b2eb3be34b55421a
Source dataset
uspto-grants-2006_11
Patent number
US07141351B2

Reaction notes

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