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

HRID 975077
Notes
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Reaction equation

HRID 975077 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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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 borontrifluoride 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-0aa061c5a62f44659449e799d133d0c9
Source dataset
uspto-grants-1997_03
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05607956

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes