Water → 1-Azido-1-(3-furyl)-1-(4-methyl-5-oxazolyl)ethane

HRID 2835

Reaction equation

HRID 2835 reaction equation
[O:1]1[CH:5]=[CH:4][C:3]([C:6]([C:9]2[O:13][CH:12]=[N:11][C:10]=2[CH3:14])(O)[CH3:7])=[CH:2]1.C[Si]([N:19]=[N+:20]=[N-:21])(C)C.B(F)(F)F.O>C1C=CC=CC=1>[N:19]([C:6]([C:3]1[CH:4]=[CH:5][O:1][CH:2]=1)([C:9]1[O:13][CH:12]=[N:11][C:10]=1[CH3:14])[CH3:7])=[N+:20]=[N-:21]

Participants

6

Reactant 4

HCID 962WaterHCID 6356Boron trifluorideHCID 78378AzidotrimethylsilaneHCID 97941531-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethanol

Product 1

HCID 189362941-Azido-1-(3-furyl)-1-(4-methyl-5-oxazolyl)ethane

Reagents, catalysts & solvents 1

HCID 241BenzeneSolvent

Procedure

1-(3-Furyl)-1-(4-methyl-5-oxazolyl)ethanol (1 g) was suspended in benzene (4 ml). Trimethylsilylazide (822 μl) was added followed by boron trifluoride diethyletherate (770 μl). The mixture was stirred overnight at room temperature, then poured into water and extracted to give the title compound.

Workup

  1. extractionextracted

Sources & evidence

ORD record
ord-d5df902db51f4973b3595b8e30064e32
Source dataset
uspto-grants-1998_03
Patent number
US05731335

Linked notes

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