Lithium → HCID 14908225, compound

HRID 982535Notes

Reaction equation

HRID 982535 reaction equation
[Li].[C:2]1([Si:8]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)([CH:10]([CH3:12])[CH3:11])Cl)[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1COCC1>[CH:10]([Si:8]([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)([C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[Si:8]([CH:10]([CH3:12])[CH3:11])([C:13]1[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)([CH3:12])[CH3:11]

Participants

4

Reactant 2

HCID 3028194LithiumHCID 12600818Chloro(diphenyl)(propan-2-yl)silane

Product 1

HCID 14908225HCID 14908225, compoundYield 101.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A 1 liter three necked flask was charged with 200 ml of dry THF and then 5.04 g (0.73 mole) of small pieces of lithium metal was quickly added. To this was added dropwise 155 g of diphenylisopropylchlorosilane (purity: 94% by weight, 0.56 mole) at a room temperature over 2 hours. A mildly exothermic reaction was observed. After the dropwise addition, the reaction mixture was agitated for 3 days. The reaction mixture turned red purple. The formed salt and the solvent were removed from tho reaction mixture. To the residue was added about 300 ml of benzene, whereby the residue was dissolved therein. The benzene solution was washed with a saturated aqueous solution of ammonium chloride (300 ml×3 times) and then with water (300 ml×1 time) and dried over anhydrous magnesium sulfate. The drying agent was filtered off and the filtrate was concentrated to give 128 g of a crude product in a pale yellow solid.

Workup

  1. customA mildly exothermic reaction
  2. additionAfter the dropwise addition
  3. customThe formed salt and the solvent were removed from tho reaction mixture
  4. additionTo the residue was added about 300 ml of benzene, whereby the residue
  5. dissolutionwas dissolved
  6. washThe benzene solution was washed with a saturated aqueous solution of ammonium chloride (300 ml×3 times)
  7. dry with materialwith water (300 ml×1 time) and dried over anhydrous magnesium sulfate
  8. filtrationThe drying agent was filtered off
  9. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-f3aab6c1292245a18e978e8d5dd12949
Source dataset
uspto-grants-1991_02
Patent number
US04996341

Reaction notes

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