t-Butylaminodimethylsilylchloride → HCID 18544229, compound

HRID 1268144Notes

Reaction equation

HRID 1268144 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH:8]([Li])[CH:7]=[CH:6]2.[CH3:15][C:16]([NH:19][Si:20](Cl)([CH3:22])[CH3:21])([CH3:18])[CH3:17]>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:9](=[CH:10][C:11]=1[O:12][CH3:13])[CH:8]([Si:20]([CH3:22])([CH3:21])[NH:19][C:16]([CH3:18])([CH3:17])[CH3:15])[CH:7]=[CH:6]2

Participants

4

Reactant 2

HCID 11205972t-ButylaminodimethylsilylchlorideHCID 178506818HCID 178506818, compound

Product 1

HCID 18544229HCID 18544229, compoundYield 94.2%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

(5,6-Dimethoxy-1H-inden-1-yl)lithium (2.5 g, 13.73 mmol) slurried in 40 mL of THF was added to a solution of N-(tert-butyl)-N-(1-chloro-1,1-dimethylsilyl)amine (3.185 g, 19.22 mmol) in 100 mL of THF over a 25 min period. After stirring for 18 h, the volatile components were removed under reduced pressure. The residue solution was extracted with hexane (40 mL). After filtration the volatile components were removed in under vacuum to give 3.95 g, 94 percent yield of the desired product as a light yellow oil.

Workup

  1. customthe volatile components were removed under reduced pressure
  2. extractionThe residue solution was extracted with hexane (40 mL)
  3. filtrationAfter filtration the volatile components
  4. customwere removed in under vacuum

Sources & evidence

ORD record
ord-c544a8ce260e4e6f8c2cec97e1986dee
Source dataset
uspto-grants-2003_04
Patent number
US06555634B1

Reaction notes

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