Hydrochloric Acid → 5-(Tributylstannyl)-1,3-thiazole

HRID 660725Notes

Reaction equation

HRID 660725 reaction equation
[CH2:1]([Sn:5]([CH2:19][CH2:20][CH2:21][CH3:22])([CH2:15][CH2:16][CH2:17][CH3:18])[C:6]1[S:10][C:9]([Si](C)(C)C)=[N:8][CH:7]=1)[CH2:2][CH2:3][CH3:4].Cl>C1COCC1>[CH2:19]([Sn:5]([CH2:1][CH2:2][CH2:3][CH3:4])([CH2:15][CH2:16][CH2:17][CH3:18])[C:6]1[S:10][CH:9]=[N:8][CH:7]=1)[CH2:20][CH2:21][CH3:22]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 225941385-(Tributylstannyl)-2-(trimethylsilyl)thiazole

Product 1

HCID 27632575-(Tributylstannyl)-1,3-thiazole

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 5-tributylstannanyl-2-trimethylsilanylthiazole (4.0 g, 9.0 mmol) in THF is added slowly HCl (1.0N, 3 mL) and the solution is stirred at RT for 1 h. The reaction mixture is extracted with ether, washed with sat. NaHCO31 dried over anhydrous MgSO4 and concentrated to afford the title compound as a yellow oil which is used in the next step without further purification: (M+1)+=375.

Workup

  1. extractionThe reaction mixture is extracted with ether
  2. washwashed with sat. NaHCO31
  3. dry with materialdried over anhydrous MgSO4
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-04a762fdc10e4293847a998294c1b8a6
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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