Dichloromethane → HCID 86699684, compound

HRID 1487192

Reaction equation

HRID 1487192 reaction equation
Cl[C:2]1[CH:3]=[CH:4][C:5]([N+:13]([O-:15])=[O:14])=[C:6]([CH:8]2[O:12][CH2:11][CH2:10][O:9]2)[CH:7]=1.ClCCl.[NH:19]1[CH2:24][CH2:23][O:22][CH2:21][CH2:20]1>>[O:9]1[CH2:10][CH2:11][O:12][CH:8]1[C:6]1[CH:7]=[C:2]([N:19]2[CH2:24][CH2:23][O:22][CH2:21][CH2:20]2)[CH:3]=[CH:4][C:5]=1[N+:13]([O-:15])=[O:14]

Participants

4

Reactant 3

HCID 6344DichloromethaneHCID 8083MorpholineHCID 2673852-(5-Chloro-2-nitrophenyl)-1,3-dioxolane

Product 1

HCID 86699684HCID 86699684, compoundYield 97.1%

Procedure

2-(5-Chloro-2-nitrophenyl)-1,3-dioxolane (13.4 g, 58.4 mmol) was dissolved in morpholine (150 mL). The mixture was then heated to reflux for 16 hours. Cooling to room temperature, dichloromethane was added. The organic phase was washed with water, dried over anhydrous sodium sulfate, evaporated and purified by silica gel chromatography to afford the product 4-(3-(1,3-dioxolan-2-yl)-4-nitrophenyl)morpholine (15.9 g, yield 97.1%).

Workup

  1. temperatureThe mixture was then heated
  2. temperatureto reflux for 16 hours
  3. washThe organic phase was washed with water
  4. dry with materialdried over anhydrous sodium sulfate
  5. customevaporated
  6. custompurified by silica gel chromatography

Sources & evidence

ORD record
ord-4a084a21f93a422d9e51761a639bc4a8
Source dataset
uspto-grants-2016_08
Patent number
US09428508B2

Linked notes

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