Ethanol → HCID 68911598, compound

HRID 732643Notes

Reaction equation

HRID 732643 reaction equation
S(=O)(=O)(O)O.[N:6]1([C:12]2[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:13]=2[C:14]#N)[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1.C(=O)(O)[O-:24].[Na+].[CH2:28]([OH:30])[CH3:29]>>[N:6]1([C:12]2[CH:19]=[C:18]([N+:20]([O-:22])=[O:21])[CH:17]=[CH:16][C:13]=2[C:14]([O:30][CH2:28][CH3:29])=[O:24])[CH2:11][CH2:10][O:9][CH2:8][CH2:7]1

Participants

5

Reactant 4

HCID 702EthanolHCID 1118Sulfuric AcidHCID 516892Sodium BicarbonateHCID 573366052-(Morpholin-4-yl)-4-nitrobenzonitrile

Product 1

HCID 68911598HCID 68911598, compound

Procedure

A 6 ml portion of concentrated sulfuric acid was added at room temperature to a 6 ml ethanol solution of 1.11 g of 2-morpholin-4-yl-4-nitrobenzonitrile, and heated under reflux for 8Hours. After spontaneous cooling, the reaction solution was poured onto ice and neutralized with saturated sodium bicarbonate aqueous solution. The organic layer was extracted with chloroform, and the organic layer was dried with anhydrous sodium sulfate. By evaporating the solvent under a reduced pressure, 1.16 g of ethyl 2-morpholin-4-yl-4-nitrobenzoate was obtained as a dark-red oily substance.

Workup

  1. temperatureheated
  2. temperatureunder reflux for 8Hours
  3. extractionThe organic layer was extracted with chloroform
  4. dry with materialthe organic layer was dried with anhydrous sodium sulfate
  5. customBy evaporating the solvent under a reduced pressure

Sources & evidence

ORD record
ord-5a229379aa854ac69e938bae37c93aeb
Source dataset
uspto-grants-2009_09
Patent number
US07585886B2

Reaction notes

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