Triethylamine → HCID 19096887, compound

HRID 893210Notes

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

Participants

Reactant 4

HCID 8471Triethylamine

HCID 97092,4-Difluoroaniline

HCID 10928Ethyl chloroformate

HCID 117894721-(Ethoxycarbonyl)cyclopropanecarboxylic acid

Product 1

HCID 19096887HCID 19096887, compoundYield 75%

Procedure

1-Carboethoxycyclopropanecarboxylic acid 7.00 grams, 0.04 mole), ethyl chloroformate (4.8) grams, 0.04 mole) and 2.4-difluoroaniline (5.72 grams, 0.04 mole) were reacted sequentially in the presence of triethylamine (4.51 grams, 0.04 mole) in a manner similar to that described in Example XXXIII to give 7.13 grams (0.03 mole) of ethyl 1-(2,4-difluorophenylaminocarbonyl)cyclopropanecarboxylate as a white crystalline solid having a melting point of 79° C.-80.5° C.

Sources & evidence

ORD record: ord-54087aee5e744abb806995f33b0349dc
Source dataset: uspto-grants-1992_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05123951

Reaction notes

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