HCID 19366092, compound → HCID 19366122, compound

HRID 850130Notes

Reaction equation

HRID 850130 reaction equation
[C:1]12([NH:11][Si:12](Cl)([CH3:14])[CH3:13])[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[CH3:16][C:17]1[CH-:18][C:19]2[C:24]([C:25]=1[CH3:26])=[CH:23][CH:22]=[CH:21][CH:20]=2.[Li+]>C1COCC1>[CH3:16][C:17]1[CH:18]([Si:12]([NH:11][C:1]23[CH2:10][CH:5]4[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]4)[CH2:2]2)[CH2:8]3)([CH3:13])[CH3:14])[C:19]2[C:24]([C:25]=1[CH3:26])=[CH:23][CH:22]=[CH:21][CH:20]=2

Participants

4

Reactant 2

HCID 19366092HCID 19366092, compoundHCID 23705989HCID 23705989, compound

Product 1

HCID 19366122HCID 19366122, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

(1-adamantylamino)chlorodimethylsilane (5.48 g, 0.0225 moles) was stirred in THF (100 mL) as lithium 2.3-dimethylindenide (3.40 g, 0.0225 moles) in THF (25 mL) was added dropwise. This mixture was allowed to stir for 8 hours. After the reaction period the volatiles were removed and the residue extracted and filtered using hexane. Removal of the hexane resulted in the isolation of the desired product as a solid. (7.69 g, 97.0 percent).

Workup

  1. additionwas added dropwise
  2. customAfter the reaction period the volatiles
  3. customwere removed
  4. extractionthe residue extracted
  5. filtrationfiltered
  6. customRemoval of the hexane

Sources & evidence

ORD record
ord-c00d7800d53f44f9a7d7b35207382801
Source dataset
uspto-grants-2000_01
Patent number
US06015868

Reaction notes

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