t-Butylaminodimethylsilylchloride → HCID 17917393, compound

HRID 1387660Notes

Reaction equation

HRID 1387660 reaction equation
[C:1]1([P:7]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[C:8]2([Li])[C:16]3[C:11](=[CH:12][CH:13]=[CH:14][CH:15]=3)[CH:10]=[CH:9]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH3:24][C:25]([NH:28][Si:29](Cl)([CH3:31])[CH3:30])([CH3:27])[CH3:26]>C1COCC1>[CH3:24][C:25]([NH:28][Si:29]([CH:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[C:8]([P:7]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)=[CH:9]1)([CH3:31])[CH3:30])([CH3:27])[CH3:26]

Participants

4

Reactant 2

HCID 11205972t-ButylaminodimethylsilylchlorideHCID 178506783HCID 178506783, compound

Product 1

HCID 17917393HCID 17917393, compoundYield 98%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

(1-(Diphenylphosphino)-1H-indenyl)lithium (4.45 g, 14.53 mmol) dissolved in 40 mL of THF was added within 15 minutes to a 100 mL THF solution of N-(tert-butyl)-N-(1-chloro-1,1-dimethylsilyl)amine (3,37 g, 20.34 mmol). After stirring overnight a red solution resulted. Solvent was removed under vacuum to give a red oil. The residue was extracted with 35 mL of hexane and filtered. Hexane was removed leaving 6.12 g of red oil. Yield 98 percent.

Workup

  1. customresulted
  2. customSolvent was removed under vacuum
  3. customto give a red oil
  4. extractionThe residue was extracted with 35 mL of hexane
  5. filtrationfiltered
  6. customHexane was removed

Sources & evidence

ORD record
ord-57b4e57308264fc3be788a2bc0f37cc8
Source dataset
uspto-grants-2001_07
Patent number
US06268444B1

Reaction notes

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