Methyl iodide → HCID 58522518, compound

HRID 81347Notes

Reaction equation

HRID 81347 reaction equation
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[C:10](=[O:12])[NH:9][C:8]2([CH3:14])[CH3:13].[H-].[Na+].CI.O.[C:20](C#N)(C)=O>C1COCC1>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][CH:6]=[C:7]2[C:11]=1[C:10](=[O:12])[N:9]([CH3:20])[C:8]2([CH3:14])[CH3:13]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 24758Sodium hydrideHCID 105357247-Methoxy-3,3-dimethylisoindolin-1-oneHCID 131723227HCID 131723227, compound

Product 1

HCID 58522518HCID 58522518, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

7-methoxy-3,3-dimethyl-2,3-dihydro-isoindol-1-one (3.16 g) is dissolved in THF (50 mL) and NaH (7.88 g) is added batchwise. After 5 min methyl iodide (7.18 mL) is added. After 18 h at 0° C. the reaction mixture is combined with H2O/AcCN as well as Isolute and purified by RP HPLC.

Workup

  1. customas well as Isolute and purified by RP HPLC

Sources & evidence

ORD record
ord-4f5c6075506a48c59f336613d9adedf9
Source dataset
uspto-grants-2014_09
Patent number
US08846689B2

Reaction notes

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