Pyridine → [2,6-Dimethyl-3-(1-methylethyl)phenyl]methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate

HRID 354546Notes

Reaction equation

HRID 354546 reaction equation
[CH3:1][C:2]1[C:7]([CH:8]([CH3:10])[CH3:9])=[CH:6][CH:5]=[C:4]([CH3:11])[C:3]=1[CH2:12][OH:13].[Cl:14][C:15]([C:25]([F:28])([F:27])[F:26])=[CH:16][C@@H:17]1[C@H:19]([C:20](Cl)=[O:21])[C:18]1([CH3:24])[CH3:23].N1C=CC=CC=1>C1(C)C=CC=CC=1>[Cl:14][C:15]([C:25]([F:26])([F:27])[F:28])=[CH:16][C@@H:17]1[C@H:19]([C:20]([O:13][CH2:12][C:3]2[C:4]([CH3:11])=[CH:5][CH:6]=[C:7]([CH:8]([CH3:10])[CH3:9])[C:2]=2[CH3:1])=[O:21])[C:18]1([CH3:24])[CH3:23]

Participants

5

Reactant 3

HCID 1049PyridineHCID 20437159[2,6-Dimethyl-3-(1-methylethyl)phenyl]methanolHCID 86737382cis-3-(2-Chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarbonyl chloride

Product 1

HCID 86738808[2,6-Dimethyl-3-(1-methylethyl)phenyl]methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

[2,6-Dimethyl-3-(1-methylethyl)phenyl]methanol (0.7 g, 0.004 mole), cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylic acid chloride (0.97 g, 0.004 mole), pyridine (2 ml) and dry toluene (150 ml) were combined to give [2,6-dimethyl-3-(1-methylethyl)phenyl]methyl cis-3-(2-chloro-3,3,3-trifluoropropenyl)-2,2-dimethylcyclopropanecarboxylate.

Sources & evidence

ORD record
ord-c3dd93ac93ba4af3b30f1bc01d59e944
Source dataset
uspto-grants-1983_03
Patent number
US04375476

Reaction notes

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