t-Butylaminodimethylsilylchloride → HCID 54565291, compound

HRID 2397024Notes

Reaction equation

HRID 2397024 reaction equation
Cl[Si:2]([NH:5][C:6]([CH3:9])([CH3:8])[CH3:7])([CH3:4])[CH3:3].[C:10]1([CH:16]([K])[C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1>C1COCC1>[C:6]([NH:5][Si:2]([CH3:4])([CH3:3])[CH:16]([C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([CH3:9])([CH3:8])[CH3:7]

Participants

4

Reactant 2

HCID 11205972t-ButylaminodimethylsilylchlorideHCID 178506622HCID 178506622, compound2×

Product 1

HCID 54565291HCID 54565291, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 4.1 g (24.7 mmol) of ClSiMe2NHCMe3 in 80 mL of THF were added 3.735 g (18.1 mmol) of solid diphenylmethyl potassium. The orange color of the diphenylmethyl potassium disappeared instantly and precipitate formed rapidly. The reaction mixture was stirred for several days. The solvent was removed under reduced pressure and the residue was extracted with hexane and the solvent was removed under reduced pressure. The yellow liquid product was subjected to vacuum pumping to remove the excess ClSiMe2NHCMe3. The yield was 4.786 g, 88.9 percent.

Workup

  1. customprecipitate
  2. customformed rapidly
  3. customThe solvent was removed under reduced pressure
  4. extractionthe residue was extracted with hexane
  5. customthe solvent was removed under reduced pressure
  6. customto remove the excess ClSiMe2NHCMe3

Sources & evidence

ORD record
ord-8fbd21578e43489a9331fb46ad3ca5dd
Source dataset
uspto-grants-1996_02
Patent number
US05495036

Reaction notes

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