2-Benzyloxyacetyl-gamma-butyrolactone → HCID 178519082, compound

HRID 1106535Notes

Reaction equation

HRID 1106535 reaction equation
[CH2:1]([O:8][CH2:9][C:10]([CH:12]1[CH2:17][CH2:16][O:15][C:13]1=[O:14])=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[NH2:18][C:19]1[CH:23]=[CH:22][NH:21][N:20]=1>C(O)C>[CH2:1]([O:8][CH2:9][C:10](=[N:18][C:19]1[CH:23]=[CH:22][NH:21][N:20]=1)[CH:12]1[CH2:17][CH2:16][O:15][C:13]1=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 114020542-Benzyloxyacetyl-gamma-butyrolactoneHCID 178418806HCID 178418806, compound

Product 1

HCID 178519082HCID 178519082, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

In 2.0 ml of ethanol were dissolved 1.83 g of 2-benzyloxyacetyl-γ-butyrolactone and 0.50 g of 3-amino-pyrazole. To the solution, were added 60 μl of a boron trifluoride methanol complex, and the mixture was stirred for 16.5 hours at room temperature. The solvent was distilled off under reduced pressure, and the residue was subjected to column chromatography on silica gel (elution solvent: hexane:ethyl acetate=1:1→1:2) to obtain 1.18 g (yield: 65.5%) of the intended product as a yellow oil.

Workup

  1. additionTo the solution, were added 60 μl of a boron trifluoride methanol complex
  2. distillationThe solvent was distilled off under reduced pressure

Sources & evidence

ORD record
ord-e947f8a6ef544518bad999011475c016
Source dataset
uspto-grants-2000_05
Patent number
US06057330

Reaction notes

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