Iodoethane → HCID 69290924, compound

HRID 1247340Notes

Reaction equation

HRID 1247340 reaction equation
[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:7]1[C:12]([F:13])=[CH:11][C:10]([O:14][CH3:15])=[CH:9][C:8]=1[F:16])[OH:6])[CH3:2].[CH2:18](I)[CH3:19]>C1(C)C=CC=CC=1>[CH2:1]([O:3][C:4](=[O:17])[CH:5]([C:7]1[C:12]([F:13])=[CH:11][C:10]([O:14][CH3:15])=[CH:9][C:8]=1[F:16])[O:6][CH2:18][CH3:19])[CH3:2]

Participants

4

Reactant 2

HCID 6340Iodoethane2×HCID 69290984HCID 69290984, compound

Product 1

HCID 69290924HCID 69290924, compoundYield 100.4%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a suspension of (RS)-(2,6-difluoro-4-methoxy-phenyl)-hydroxy-acetic acid ethyl ester (13.06 g) and Ag2O (24.58 g) in toluene (100 ml) was added ethyl iodide (24.81 g). The mixture was heated to reflux for 2.5 h. Ethyl iodide (24.81 g) and Ag2O (12.29 g) were added and the mixture was refluxed for a further 7 h. The solid was filtered off and the filtate was concentrated to give (RS)-(2,6-difluoro-4-methoxy-phenyl)-ethoxy-acetic acid ethyl ester (14.6 g). Light yellow oil. MS 274.1 ([M]+)

Workup

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 2.5 h
  3. temperaturethe mixture was refluxed for a further 7 h
  4. filtrationThe solid was filtered off
  5. concentrationthe filtate was concentrated

Sources & evidence

ORD record
ord-62330126982a4072ab1b9d27ce5ec46d
Source dataset
uspto-grants-2006_10
Patent number
US07129238B2

Reaction notes

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