Hydrazine hydrate (1:1) → HCID 71184879, compound

HRID 1629960Notes

Reaction equation

HRID 1629960 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11](=O)[CH:12]=[C:13]([CH3:15])[CH3:14])[CH:6]=[CH:7][C:8]=1[O:9][CH3:10].O.[NH2:18][NH2:19]>CCO>[CH3:1][O:2][C:3]1[CH:4]=[C:5]([C:11]2[CH2:12][C:13]([CH3:15])([CH3:14])[NH:19][N:18]=2)[CH:6]=[CH:7][C:8]=1[O:9][CH3:10]

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 59819744HCID 59819744, compound

Product 1

HCID 71184879HCID 71184879, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A 100 mL round bottom flask equipped with a stir bar, Vigreux column and nitrogen inlet was charged with 1-(3,4-dimethoxy-phenyl)-3-methyl-but-2-en-1-one (1.4 g, 10 mmol), EtOH (40 mL) and hydrazine monohydrate (0.58 mL, 12 mmol). The mixture was heated at 80° C. for 2 h. LC-MS and TLC analysis showed consumption of SM. The solvent was evaporated under reduced pressure and trace hydrazine and EtOH was removed under high vacuum for 30 min. The material was used as in the next step. Amount obtained: 2.3 g, 10 mmol, 100% yield. LC-MS (ESI) m/e 235 (M+H). Step 3

Workup

  1. customA 100 mL round bottom flask equipped with a stir bar
  2. customconsumption of SM
  3. customThe solvent was evaporated under reduced pressure
  4. customwas removed under high vacuum for 30 min
  5. customAmount obtained

Sources & evidence

ORD record
ord-cef334b409084f82bf52d065ea78e783
Source dataset
uspto-grants-2014_07
Patent number
US08791114B2

Reaction notes

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