Diethyl Ether → HCID 578074, compound

HRID 882553Notes

Reaction equation

HRID 882553 reaction equation
[Si:1]([CH3:5])([CH3:4])(Cl)Cl.[C:6]([Li])#[C:7][CH3:8].CCOCC.[NH4+].[Cl-].[CH2:17]1[CH2:21]OC[CH2:18]1>>[CH3:4][Si:1]([CH3:5])([C:18]#[C:17][CH3:21])[C:6]#[C:7][CH3:8]

Participants

6

Reactant 5

HCID 3283Diethyl EtherHCID 6398DichlorodimethylsilaneHCID 8028TetrahydrofuranHCID 25517Ammonium ChlorideHCID 178506788HCID 178506788, compound

Product 1

HCID 578074HCID 578074, compound

Procedure

To a well stirred solution of (CH3)2SiCl2 (150 mg, 1.2 mmol) in THF (5 mL), propynyl lithium (140 mg, 3 mmol) was added and continued stirring for 4 h at room temperature. The reaction mixture was then treated with Et2O-aq. NH4Cl solution. The organic layer was separated and dried over anhydrous Na2SO4. The yellow liquid so obtained was chromatographed over silica gel using hexane. The dimethyldipropynyl silane was obtained as a colorless liquid in quantitative yields.

Workup

  1. customThe organic layer was separated
  2. dry with materialdried over anhydrous Na2SO4
  3. customThe yellow liquid so obtained
  4. customwas chromatographed over silica gel

Sources & evidence

ORD record
ord-baa7a234aab24893a88c9a5bc79402a1
Source dataset
uspto-grants-2015_03
Patent number
US08993804B2

Reaction notes

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