Lithium → HCID 21257286, compound

HRID 636031Notes

Reaction equation

HRID 636031 reaction equation
[CH2:1]1[C:12]2[C:4](=[CH:5][C:6]3[CH2:7][CH:8]=[CH:9][C:10]=3[CH:11]=2)[CH2:3][CH2:2]1.[Li].Cl[Si:15]([NH:18][C:19]([CH3:22])([CH3:21])[CH3:20])([CH3:17])[CH3:16]>C1COCC1>[CH3:20][C:19]([NH:18][Si:15]([CH3:17])([CH3:16])[CH:7]1[C:6]2[C:10](=[CH:11][C:12]3[CH2:1][CH2:2][CH2:3][C:4]=3[CH:5]=2)[CH:9]=[CH:8]1)([CH3:22])[CH3:21]

Participants

5

Reactant 3

HCID 3028194LithiumHCID 11205972t-ButylaminodimethylsilylchlorideHCID 11805008HCID 11805008, compound

Product 1

HCID 21257286HCID 21257286, compoundYield 88.8%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1,2,3,5-Tetrahydro-s-indacene, lithium salt (1.790 g, 11.04 mmol) in THF (25 mL) was added drop wise to a solution of ClSi(CH3)2-NH-tBu (2.157 g, 16.56 mol) in THF (50 mL). This mixture was then allowed to stir at room temperature overnight. After the reaction period the volatile materials were removed and the residue extracted and filtered using hexane. The removal of the hexane resulted in the isolation of the desired product as a yellow oil (2.799 g, 88.8% yield).

Workup

  1. customAfter the reaction period the volatile materials
  2. customwere removed
  3. extractionthe residue extracted
  4. filtrationfiltered
  5. customThe removal of the hexane

Sources & evidence

ORD record
ord-4a53aae993564a2abbf9b48baa0984ac
Source dataset
uspto-grants-2001_02
Patent number
US06191245B1

Reaction notes

Loading…