Triethylene glycol monomethyl ether → Cyclopropanecarboxylic Acid, 2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethyl Ester

HRID 220227

Reaction equation

HRID 220227 reaction equation
[CH3:1][O:2][CH2:3][CH2:4][O:5][CH2:6][CH2:7][O:8][CH2:9][CH2:10][OH:11].C(N(CC)CC)C.[CH:19]1([C:22](Cl)=[O:23])[CH2:21][CH2:20]1>ClCCl>[CH:19]1([C:22]([O:11][CH2:10][CH2:9][O:8][CH2:7][CH2:6][O:5][CH2:4][CH2:3][O:2][CH3:1])=[O:23])[CH2:21][CH2:20]1

Participants

5

Reactant 3

HCID 8178Triethylene glycol monomethyl etherHCID 8471TriethylamineHCID 77637Cyclopropanecarbonyl chloride

Product 1

HCID 10149156Cyclopropanecarboxylic Acid, 2-[2-(2-Methoxy-ethoxy)-ethoxy]-ethyl Ester

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

Triethylene glycol monomethyl ether (1.1 eq, 5.26 mmol, 0.84 ml) and triethylamine (1.1 eq, 5.26 mmol, 0.73 ml) were taken in a 10 ml round bottom flask and dichloromethane (3 ml) was added. This mixture was cooled to 0° C. and then cyclopropanecarbonyl chloride (4.78 mmol, 0.5 g, 0.43 ml) was added in a dropwise fashion maintaining the temperature at 0° C. with constant stirring.

Workup

  1. temperaturemaintaining the temperature at 0° C. with constant stirring

Sources & evidence

ORD record
ord-8036ff2e445744e1b3e246348875f82e
Source dataset
uspto-grants-2012_06
Patent number
US08202901B2

Linked notes

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