t-Butylaminodimethylsilylchloride → HCID 67658269, compound

HRID 863387Notes

Reaction equation

HRID 863387 reaction equation
Cl[Si:2]([NH:5][C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])[CH3:3].[CH-:10]1[C:22]2[CH2:21][C:20]3[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=3)[C:14]=2[CH2:13][CH2:12][CH2:11]1.[Li+]>C1COCC1>[C:6]([NH:5][Si:2]([CH3:4])([CH3:3])[CH:19]1[C:20]2[CH2:21][C:22]3[C:14](=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:15]=2[CH2:16][CH2:17][CH2:18]1)([CH3:9])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 11205972t-ButylaminodimethylsilylchlorideHCID 18619943Lithium tetrahydrofluorenide

Product 1

HCID 67658269HCID 67658269, compoundYield 94%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

5.78 g (34.9 mmol) of ClSiMe2NHCMe3 (prepared according to the method described in J. Prakt. Chem, 24(3-4), 226-30 (1964)) was added to 100 ml of THF. To this solution 6.15 g (34.9 mmol) of lithium tetrahydrofluorenide was added. The solution was then brought to reflux for 10 min and the solution cooled to room temperature. Gas chromatographic (GC) analysis showed the reaction to be complete. The solvent was then removed under reduced pressure, the residue extracted with pentane, filtered and the solvent again removed under reduced pressure to give 9.80 g of product (94 percent yield).

Workup

  1. temperatureto reflux for 10 min
  2. customthe reaction
  3. customThe solvent was then removed under reduced pressure
  4. extractionthe residue extracted with pentane
  5. filtrationfiltered
  6. customthe solvent again removed under reduced pressure

Sources & evidence

ORD record
ord-bf292e6607034c3999729399ce5af0b0
Source dataset
uspto-grants-1998_02
Patent number
US05721185

Reaction notes

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