Diethyl Ether → HCID 67041000, compound

HRID 605434Notes

Reaction equation

HRID 605434 reaction equation
[Si:1]([O:8][CH2:9][CH2:10][C:11](=[O:13])[CH3:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2].[C:14]1([Mg]Br)[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1.CCOCC>C1COCC1>[Si:1]([O:8][CH2:9][CH2:10][C:11]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([OH:13])[CH3:12])([C:4]([CH3:7])([CH3:6])[CH3:5])([CH3:3])[CH3:2]

Participants

5

Reactant 3

HCID 3283Diethyl EtherHCID 11030898HCID 11030898, compoundHCID 178418255HCID 178418255, compound

Product 1

HCID 67041000HCID 67041000, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

The product of Example 457A (2.0 g, 9.88 mmol) in anhydrous THF (50ml) under at 0 C under nitrogen was reacted with phenylmagnesium bromide as a 3.0M solution in ether (5.0 ml, 15 mmol) dropwise via syringe then stirred for one hour. The reaction was quenched by the drop wise addition of a saturated solution of ammonium chloride and the reaction was partitioned with ether and water. The combined organics were dried over magnesium sulfate and concentrated in vacuo to give the desired compound as a clear oil (2.71 g, quantitative).

Workup

  1. customThe reaction was quenched by the drop wise addition of a saturated solution of ammonium chloride
  2. customthe reaction was partitioned with ether and water
  3. dry with materialThe combined organics were dried over magnesium sulfate
  4. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-e69d2afde6594a77b31f8e8ce71820a4
Source dataset
uspto-grants-2011_03
Patent number
US07910595B2

Reaction notes

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