Triethylamine → 1-(2,4-Dichlorophenyl)cyclopropanecarbonyl chloride

HRID 563632Notes

Reaction equation

HRID 563632 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:12]([OH:14])=O)[CH2:11][CH2:10]1.C(N(CC)CC)C.C(Cl)(=O)C([Cl:25])=O>C(Cl)Cl.CN(C=O)C>[Cl:1][C:2]1[CH:7]=[C:6]([Cl:8])[CH:5]=[CH:4][C:3]=1[C:9]1([C:12]([Cl:25])=[O:14])[CH2:11][CH2:10]1

Participants

6

Reactant 3

HCID 8471TriethylamineHCID 65578Oxalyl chlorideHCID 7361031-(2,4-Dichlorophenyl)cyclopropanecarboxylic acid

Product 1

HCID 30192901-(2,4-Dichlorophenyl)cyclopropanecarbonyl chloride

Reagents, catalysts & solvents 2

HCID 6228DimethylformamideCatalystHCID 6344DichloromethaneSolvent

Conditions

Temperature
0 °C

Procedure

1-(2,4-Dichlorophenyl)-cyclopropanecarboxylic acid (0.086 g, 0.37 mmol) and triethylamine (0.08 mL, 0.56 mmol) were combined in CH2Cl2 (2 mL) and cooled to 0° C. Oxalyl chloride (0.05 mL, 0.56 mmol) was added, followed by DMF (3 drops), and the reaction was stirred for 20 minutes at 0° C. and then warmed to room temperature to give the title compound, which was used directly in the next step.

Workup

  1. temperaturewarmed to room temperature

Sources & evidence

ORD record
ord-7fa05613319847a1a6e2a5a50da3d782
Source dataset
uspto-grants-2011_11
Patent number
US08067445B2

Reaction notes

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