Monoperoxyphthalic Acid Magnesium Salt → HCID 86594455, compound

HRID 1983592Notes

Reaction equation

HRID 1983592 reaction equation
[CH3:1][C:2]([Si:5]([CH3:25])([CH3:24])[O:6][C@@H:7]1[C@@H:11]([CH2:12][Si:13]([CH3:21])([CH3:20])[C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)[C:10]([CH2:22][OH:23])=[CH:9][CH2:8]1)([CH3:4])[CH3:3].C(O[O-])(=O)C1C(=CC=CC=1)C([O-])=[O:30].[Mg+2]>CO.C(OCC)(=O)C>[CH3:4][C:2]([Si:5]([CH3:25])([CH3:24])[O:6][C@H:7]1[CH2:8][C@@H:9]2[C@@:10]([CH2:22][OH:23])([O:30]2)[C@@H:11]1[CH2:12][Si:13]([CH3:21])([CH3:20])[C:14]1[CH:15]=[CH:16][CH:17]=[CH:18][CH:19]=1)([CH3:1])[CH3:3]

Participants

5

Reactant 2

HCID 10130449Monoperoxyphthalic Acid Magnesium SaltHCID 68834825HCID 68834825, compound

Product 1

HCID 86594455HCID 86594455, compoundYield 92.3%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Conditions

Temperature
0 °C

Procedure

To a cooled (0° C.), stirred solution of 44 (14 g, 37.23 mmol) in MeOH (50 mL) was added magnesium monoperoxyphthalate (MPPA, 80% pure, 27.62 g, 44.68 mmol) in six portions over a period of 1 hour, keeping the temperature <0° C. The reaction mixture was stirred at the same temperature for 4 hours to complete the reaction. The reaction mixture was diluted with ethyl acetate (300 mL) and washed with saturated sodium bisulfite (200 mL), sodium hydroxide (0.5 N, 2×150 mL), brine (150 mL) and dried over magnesium sulfate. The organic layer was concentrated in vacuo to dryness to give the crude title compound (13.5 g, 92%)

Workup

  1. customthe temperature <0° C
  2. customthe reaction
  3. washwashed with saturated sodium bisulfite (200 mL), sodium hydroxide (0.5 N, 2×150 mL), brine (150 mL)
  4. dry with materialdried over magnesium sulfate
  5. concentrationThe organic layer was concentrated in vacuo to dryness

Sources & evidence

ORD record
ord-f31216389d934b8bb0436866a7a6b54e
Source dataset
uspto-grants-2009_06
Patent number
US07541460B2

Reaction notes

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