N-(1,4-dioxaspiro[4.5]dec-8-ylidene)-2-methylpropane-2-sulfinamide → HCID 68150304, compound

HRID 1615158Notes

Reaction equation

HRID 1615158 reaction equation
[CH2:1]([Mg]Cl)[CH:2]=[CH2:3].[O:6]1[C:10]2([CH2:15][CH2:14][C:13](=[N:16][S:17]([C:19]([CH3:22])([CH3:21])[CH3:20])=[O:18])[CH2:12][CH2:11]2)[O:9][CH2:8][CH2:7]1>O1CCCC1>[CH2:3]([C:13]1([NH:16][S:17]([C:19]([CH3:22])([CH3:21])[CH3:20])=[O:18])[CH2:12][CH2:11][C:10]2([O:9][CH2:8][CH2:7][O:6]2)[CH2:15][CH2:14]1)[CH:2]=[CH2:1]

Participants

4

Reactant 2

HCID 59733754N-(1,4-dioxaspiro[4.5]dec-8-ylidene)-2-methylpropane-2-sulfinamideHCID 178418473HCID 178418473, compound

Product 1

HCID 68150304HCID 68150304, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
-78 °C

Procedure

Allylmagnesium chloride (2 mol/L in tetrahydrofuran, 17.0 mL) is added to a solution of 2-methyl-propane-2-sulfinic acid (1,4-dioxa-spiro[4.5]dec-8-ylidene)-amide (7.0 g) in tetrahydrofuran (70 mL) cooled to −78° C. The resulting solution is stirred with cooling for 3 h and then quenched by the addition of 10% aqueous NH4Cl solution.

Workup

  1. temperaturewith cooling for 3 h
  2. customquenched by the addition of 10% aqueous NH4Cl solution

Sources & evidence

ORD record
ord-ec479f69c8be4669aebed35e3caecc2e
Source dataset
uspto-grants-2014_07
Patent number
US08765744B2

Reaction notes

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