Dichlorodiphenylsilane → Chloro(diphenyl)(propan-2-yl)silane

HRID 982534Notes

Reaction equation

HRID 982534 reaction equation
[C:1]1([Si:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)([Cl:9])Cl)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH:16]([Mg]Cl)([CH3:18])[CH3:17]>C1COCC1>[C:10]1([Si:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)([CH:16]([CH3:18])[CH3:17])[Cl:9])[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 2

HCID 6627DichlorodiphenylsilaneHCID 178418918HCID 178418918, compound

Product 1

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

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

Into 200 ml of dry THF was dissolved 160 g (0.63 mole) of diphenyldichlorosilane. To this was added dropwise 450 ml (0.90 mole) of a 2.0 M solution of isopropylmagnesium chloride in THF at a room temperature over 20 minutes. A mildly ethothermic reaction was observed. After the conclusion of the dropwise addition, the reaction mixture was refluxed for 3 days. The formed salt and the solvent were removed from the reaction mixture. The residue was distilled under a reduced pressure to give 130 g of a colorless clear liquid (b.p. 116° to 118° C./0.22 Torr).

Workup

  1. customA mildly ethothermic reaction
  2. additionAfter the conclusion of the dropwise addition
  3. temperaturethe reaction mixture was refluxed for 3 days
  4. customThe formed salt and the solvent were removed from the reaction mixture
  5. distillationThe residue was distilled under a reduced pressure

Sources & evidence

ORD record
ord-f125b646209643a8a5f734a04ae8e3f7
Source dataset
uspto-grants-1991_02
Patent number
US04996341

Reaction notes

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