Ethyl formate → HCID 72473811, compound

HRID 333287Notes

Reaction equation

HRID 333287 reaction equation
[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH:15]([NH2:17])[CH3:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8].[CH2:18]([O:20]C=O)C>>[Cl:1][C:2]1[CH:3]=[C:4]([C:9]2([CH:15]([NH:17][CH:18]=[O:20])[CH3:16])[CH2:14][CH2:13][CH2:12][CH2:11][CH2:10]2)[CH:5]=[CH:6][C:7]=1[Cl:8]

Participants

3

Reactant 2

HCID 8025Ethyl formateHCID 24860904HCID 24860904, compound

Product 1

HCID 72473811HCID 72473811, compoundYield 93%

Procedure

50 g (184.4 mmol) of 1-[1-(3,4-Dichloro-phenyl)-cyclohexyl]-ethylamine was dissolved in 1 L of ethylformate and left to stir under an N2 atmosphere for 24 h before removing all volatiles under reduced pressure. The resulting solid was filtered through a plug of SiO2 (using CH2Cl2/MeOH (20:1) as the eluent) to afford 51.32 g (93%) of the title compound after the removal of all volatiles. This material was used in the subsequent step without further purification.

Workup

  1. waitleft
  2. custombefore removing all volatiles under reduced pressure
  3. filtrationThe resulting solid was filtered through a plug of SiO2 (

Sources & evidence

ORD record
ord-786fcace40224d89b2f7f32837a81960
Source dataset
uspto-grants-2014_11
Patent number
US08877975B2

Reaction notes

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