Hydrazine hydrate (1:1) → HCID 66733484, compound

HRID 2047141Notes

Reaction equation

HRID 2047141 reaction equation
[CH2:1]([O:8][C@H:9]([CH3:14])[C:10](OC)=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[NH2:16][NH2:17]>CO>[CH2:1]([O:8][C@H:9]([CH3:14])[C:10]([NH:16][NH2:17])=[O:11])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 12692226HCID 12692226, compound

Product 1

HCID 66733484HCID 66733484, compoundYield 64%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of (R)-methyl 2-(benzyloxy)propanoate (1 g, 5.15 mmol), hydrazine monohydrate (250 ul) in MeOH (14 mL) was refluxed 3 hours. Solvent was removed under reduced pressure and the residue was purified on silica gel. Elution with EtOAc yielded title compound (640 mg, 64%).

Workup

  1. temperaturewas refluxed 3 hours
  2. customSolvent was removed under reduced pressure
  3. customthe residue was purified on silica gel
  4. washElution with EtOAc

Sources & evidence

ORD record
ord-f90a4bdab5a44db384b5196e1730e037
Source dataset
uspto-grants-2013_11
Patent number
US08591943B2

Reaction notes

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