Methane → HCID 59300179, compound

HRID 2236499Notes

Reaction equation

HRID 2236499 reaction equation
[N+:1]([C:4]1[CH:18]=[CH:17][C:7]([CH2:8][N:9]2[CH2:13][CH2:12][CH2:11][CH:10]2[CH:14]([OH:16])[CH3:15])=[CH:6][CH:5]=1)([O-])=O.C.O.NN>CO>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([CH2:8][N:9]2[CH2:13][CH2:12][CH2:11][CH:10]2[CH:14]([OH:16])[CH3:15])=[CH:17][CH:18]=1

Participants

5

Reactant 3

HCID 297MethaneHCID 24654Hydrazine hydrate (1:1)HCID 59299965HCID 59299965, compound

Product 1

HCID 59300179HCID 59300179, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1-[1-(4-Nitro-benzyl)-pyrrolidin-2-yl]-ethanol (370 mg, 1.48 mmol) is dissolved in MeOH (15 mL), to this solution is added FeCl3.6H2O (30 mg, 0.11 mmol) and active charcoal (15 mg, 1.2 mmol). The suspension is heated to reflux. Hydrazine hydrate (1.0 mL) is added, and reflux is continued for 3 h. After the mixture is cooled to room temperature, the active charcoal is filtered off through Celite, and the MeOH is removed under reduced pressure. The residue (200 mg, 61%) is directly used in the next step.

Workup

  1. temperatureThe suspension is heated to reflux
  2. temperaturereflux
  3. filtrationthe active charcoal is filtered off through Celite
  4. customthe MeOH is removed under reduced pressure

Sources & evidence

ORD record
ord-96cfde47a6064f90956192de1e8bea49
Source dataset
uspto-grants-2010_05
Patent number
US07713994B2

Reaction notes

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