Trimethyltin chloride → HCID 68870791, compound

HRID 729998

Reaction equation

HRID 729998 reaction equation
[C:1]([C:5]1[O:6][CH:7]=[C:8]([C:10]2[CH:15]=[CH:14][C:13]([F:16])=[CH:12][CH:11]=2)[N:9]=1)([CH3:4])([CH3:3])[CH3:2].C([Li])(C)(C)C.[CH3:22][Sn:23](Cl)([CH3:25])[CH3:24].[Cl-].[NH4+]>C1COCC1>[C:1]([C:5]1[O:6][C:7]([Sn:23]([CH3:25])([CH3:24])[CH3:22])=[C:8]([C:10]2[CH:11]=[CH:12][C:13]([F:16])=[CH:14][CH:15]=2)[N:9]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

6

Reactant 4

HCID 14016Trimethyltin chlorideHCID 25517Ammonium ChlorideHCID 668690432-tert-Butyl-4-(4-fluorophenyl)oxazoleHCID 178418306HCID 178418306, compound

Product 1

HCID 68870791HCID 68870791, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

Dissolve 2-tert-butyl-4-(4-fluorophenyl)oxazole (0.61 g, 2.77 mmol) in THF (15 ml) and add tert-butyl lithium (3.3 ml, 1.7 M) at −78° C. Stir the mixture for 45 min. Add trimethylstannanyl chloride (0.58 g, 2.90 mmol) and allow the temperature to reach RT. Stir for 2 h and add an ammonium chloride solution (200 μL, pH=8 with ammonia) and concentrate.

Workup

  1. customto reach RT
  2. stirringStir for 2 h
  3. concentrationconcentrate

Sources & evidence

ORD record
ord-ea8912aac3614dfda7109536b32f1425
Source dataset
uspto-grants-2009_09
Patent number
US07582652B2

Linked notes

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