Hydrochloric Acid → HCID 59511931, compound

HRID 1157678Notes

Reaction equation

HRID 1157678 reaction equation
[CH3:1][C:2]([CH3:12])=[CH:3][C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5].[N+:13]([CH3:16])([O-:15])=[O:14].C1CCN2C(=NCCC2)CC1.Cl>CCOCC>[CH3:1][C:2]([CH3:12])([CH2:16][N+:13]([O-:15])=[O:14])[CH2:3][C:4]([C:6]1[CH:7]=[N:8][CH:9]=[CH:10][CH:11]=1)=[O:5]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 6375NitromethaneHCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 59511929HCID 59511929, compound

Product 1

HCID 59511931HCID 59511931, compoundYield 61%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

To a mixture of 3-methyl-1-pyridin-3-yl-but-2-en-1-one (440 mg, 2.73 mmol) and nitromethane (0.74 mL, 13.65 mmol) that is cooled with a water bath, add DBU (0.41 mL, 2.73 mmol) dropwise. After 30 min, add ether (15 mL) and 1N hydrochloric acid (15 mL). Neutralize with 1M NaOH and extract with ether. Dry over magnesium sulfate and evaporate to obtain 340 mg (61%) of the title compound as a yellow solid.

Workup

  1. temperatureis cooled with a water bath
  2. extractionNeutralize with 1M NaOH and extract with ether
  3. dry with materialDry over magnesium sulfate
  4. customevaporate

Sources & evidence

ORD record
ord-6657ab9337c3413f93073d06eb55b143
Source dataset
uspto-grants-2010_10
Patent number
US07807691B2

Reaction notes

Loading…