Ethanol → HCID 10355054, compound

HRID 2371691Notes

Reaction equation

HRID 2371691 reaction equation
Cl.[F:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10](=N)[O:11][CH2:12][CH3:13].[CH2:15]([OH:17])[CH3:16].[CH2:18]([O:20]CC)[CH3:19]>>[F:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][C:10]([O:20][CH2:18][CH3:19])([O:17][CH2:15][CH3:16])[O:11][CH2:12][CH3:13]

Participants

4

Reactant 3

HCID 702EthanolHCID 3283Diethyl EtherHCID 19906262HCID 19906262, compound

Product 1

HCID 10355054HCID 10355054, compoundYield 86%

Procedure

A mixture of ethyl 2-(2-fluorophenyl)acetimidate hydrochloride (34.4 g, 0.158 mol) and absolute ethanol (50 mL) was stirred at ambient temperature for 18 hours. Diethyl ether (50 mL) was added to the mixture, and the solids were removed by suction filtration. The solids were rinsed with ether (2×25 mL), and the combined filtrates were spin evaporated in vacuo to give 34.7 g (86%) of 1-fluoro-2-(2,2,2,-triethoxyethyl)benzene as a semisolid; nmr (DMSO-d6): δ6.7-7.7 (complex multiplets, 4H, ArH), 3.48 (q, 6H, OCH2), 3.03 (s, 2H, CH2), 1.03 (t, 9H, CH3).

Workup

  1. customthe solids were removed by suction filtration
  2. washThe solids were rinsed with ether (2×25 mL)
  3. customthe combined filtrates were spin evaporated in vacuo

Sources & evidence

ORD record
ord-5e2171ecde3741c0bcc34bd7b3f8b40c
Source dataset
uspto-grants-1992_03
Patent number
US05095018

Reaction notes

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