Triethylamine → HCID 19096822, compound

HRID 893233Notes

Reaction equation

[C:1]([C:6]1([C:9]([OH:11])=O)[CH2:8][CH2:7]1)([O:3][CH2:4][CH3:5])=[O:2].ClC(OCC)=O.[NH2:18][C:19]1[CH:24]=[CH:23][C:22]([C:25]([F:28])([F:27])[F:26])=[CH:21][CH:20]=1.C(N(CC)CC)C>>[F:26][C:25]([F:27])([F:28])[C:22]1[CH:21]=[CH:20][C:19]([NH:18][C:9]([C:6]2([C:1]([O:3][CH2:4][CH3:5])=[O:2])[CH2:7][CH2:8]2)=[O:11])=[CH:24][CH:23]=1

Participants

Reactant 4

HCID 8471Triethylamine

HCID 99644-(Trifluoromethyl)aniline

HCID 10928Ethyl chloroformate

HCID 117894721-(Ethoxycarbonyl)cyclopropanecarboxylic acid

Product 1

HCID 19096822HCID 19096822, compoundYield 50%

Procedure

1-Carboethoxycyclopropanecarboxylic acid (9.81 grams, 0.06 mole), ethyl chloroformate (6.73 grams, 0.06 mole) and 4-aminobenzotrifluoride (10.0 grams, 0.06 mole) were reacted sequentially in the presence of triethylamine (6.28 grams, 0.06 mole) in a manner similar to that described in Example XXXIII to give 10.25 grams (0.03 mole) of ethyl 1-(4-trifluoromethylphenylaminocarbonyl)cyclopropanecarboxylate having a melting point of 80.5° C.-82.0° C.

Sources & evidence

ORD record: ord-21743ed7d1d44390bb81a040ff403e66
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05123951

Reaction notes

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