Diethyl Ether → (Benzylamino)dimethyl(tetramethylcyclopenta-dienyl)silane

HRID 393308Notes

Reaction equation

HRID 393308 reaction equation
Cl[Si:2]([CH3:13])([CH3:12])[C:3]1(C)[CH:7]=[C:6]([CH3:8])[C:5]([CH3:9])=[C:4]1[CH3:10].[CH2:14]([NH-:21])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[Li+].[CH3:23]COCC>>[CH2:14]([NH:21][Si:2]([CH3:12])([CH3:13])[C:3]1[CH:4]([CH3:10])[C:5]([CH3:9])=[C:6]([CH3:8])[C:7]=1[CH3:23])[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1

Participants

4

Reactant 3

HCID 3283Diethyl EtherHCID 10931395Lithium benzylamideHCID 131720376(Tetramethylcyclopentadienyl)dimethylchlorosilane

Product 1

HCID 22494460(Benzylamino)dimethyl(tetramethylcyclopenta-dienyl)silane

Procedure

To a solution of 1.000 g (4.651 mmol) (chloro)(dimethyl)(tetramethylcyclopentadienyl)silane in 70 mL ether was slowly added 0.526 g (4.651 mmol) lithium benzylamide. The reaction mixture was stirred overnight, then the solvent was removed, the residue was extracted with pentane and filtered. The pentane was removed under reduced pressure to give the product as a pale yellow oil. The yield was 1.234 g (93.3%). Mass spec. m/e 285 (18%).

Workup

  1. customthe solvent was removed
  2. extractionthe residue was extracted with pentane
  3. filtrationfiltered
  4. customThe pentane was removed under reduced pressure

Sources & evidence

ORD record
ord-58df2c3985f04fa1a0fe8fa3d5da60ce
Source dataset
uspto-grants-2004_10
Patent number
US06806326B2

Reaction notes

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