Potassium tert-butoxide → HCID 66577678, compound

HRID 1183308Notes

Reaction equation

HRID 1183308 reaction equation
[CH3:1]C(C)([O-])C.[K+].[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:18][N:17]=[C:16]([CH3:19])[C:15]=2[CH:20]=O)=[CH:10][CH:9]=1>[Br-].C[P+](C1C=CC=CC=1)(C1C=CC=CC=1)C1C=CC=CC=1.C1COCC1>[Br:7][C:8]1[CH:13]=[CH:12][C:11]([C:14]2[O:18][N:17]=[C:16]([CH3:19])[C:15]=2[CH:20]=[CH2:1])=[CH:10][CH:9]=1

Participants

5

Reactant 2

HCID 23665647Potassium tert-butoxideHCID 821337925-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde

Product 1

HCID 66577678HCID 66577678, compound

Reagents, catalysts & solvents 2

HCID 74505Methyltriphenyliphosphonium bromideCatalystHCID 8028TetrahydrofuranSolvent2×

Conditions

Temperature
0 °C

Procedure

Potassium tert-butoxide (1.0M in THF, 13.53 mL, 13.53 mmol) was added to a suspension of methyltriphenylphosphonium bromide (4.8 g, 13.53 mmol) in THF (40 mL) at 0° C. 5-(4-Bromo-phenyl)-3-methyl-isoxazole-4-carbaldehyde (1.8 g, 6.76 mmol) in THF (40 mL) was then added and the reaction stirred at 0° C. for 30 minutes. The reaction was then submitted to standard aqueous workup and purified on silica gel to afford the title compound.

Workup

  1. custompurified on silica gel

Sources & evidence

ORD record
ord-6c601fa481594e2098d7cbb1b926838d
Source dataset
uspto-grants-2014_03
Patent number
US08664220B2

Reaction notes

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