Ethanol → HCID 67823864, compound

HRID 1492079Notes

Reaction equation

HRID 1492079 reaction equation
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1C1(C(O)=O)CC1.[OH-:15].[K+].[K].Br[CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26](=[CH:31][O:32][CH3:33])[C:27]([O:29][CH3:30])=[O:28].C(O[CH:38]([CH3:40])[CH3:39])(C)C.[CH2:41]([OH:43])C>CN1CCCC1=O>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([F:8])[C:3]=1[CH:19]([O:15][C:41]([CH:38]1[CH2:40][CH2:39]1)=[O:43])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[C:26](=[CH:31][O:32][CH3:33])[C:27]([O:29][CH3:30])=[O:28]

Participants

8

Reactant 6

HCID 702EthanolHCID 7914Diisopropyl EtherHCID 14797Potassium HydroxideHCID 5462222PotassiumHCID 149962881-(2,6-difluorophenyl)cyclopropanecarboxylic acid2×HCID 53395349Methyl 2-[2-(bromomethyl)phenyl]-3-methoxyprop-2-enoate

Product 1

HCID 67823864HCID 67823864, compoundYield 86%

Reagents, catalysts & solvents 1

HCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

A method similar to Example 1 was used and 12.8 g (65 mmol) of 1-(2,6-difluorophenyl)-cyclopropanecarboxylic acid, dissolved in 60 ml of ethanol, were converted with 4.0 g (71 mmol) of potassium hydroxide into the potassium salt of 2,6-difluorophenylcyclopropanecarboxylic acid, and said salt was then reacted, at 100° C., in 100 ml of N-methylpyrrolidone, with 11.4 g (40 mmol) of methyl alpha-(2-bromomethylphenyl)-betamethoxyacrylate. The resulting oily product was covered with a layer of diisopropyl ether and was crystallized by rubbing the wall of the vessel. Yield: 86%; mp.: 108°-110° C.; white crystals.

Workup

  1. customwas crystallized

Sources & evidence

ORD record
ord-ff4d71268dc14f64b7c8d62678655267
Source dataset
uspto-grants-1994_12
Patent number
US05371268

Reaction notes

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