Methyl iodide → HCID 18433359, compound

HRID 2305638Notes

Reaction equation

HRID 2305638 reaction equation
[CH3:1][O:2][C:3](=[O:26])[CH:4]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[C:11]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:10]=1)[C:5]([O:7][CH3:8])=[O:6].[CH3:27]N1CCCC1=O.[H-].[Na+].IC>O>[CH3:8][O:7][C:5](=[O:6])[C:4]([C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-:17])=[O:16])=[C:11]([O:18][CH2:19][C:20]2[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=2)[CH:10]=1)([CH3:27])[C:3]([O:2][CH3:1])=[O:26]

Participants

6

Reactant 4

HCID 6328Methyl iodideHCID 13387N-methyl-2-pyrrolidoneHCID 24758Sodium hydrideHCID 18433386Dimethyl-(3-benzyloxy-4-nitrophenyl)malonate

Product 1

HCID 18433359HCID 18433359, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A mixture of dimethyl-(3-benzyloxy-4-nitrophenyl)malonate(2.3 g), N-methylpyrrolidinone(15 mL) and a 60% dispersion of sodium hydride in mineral oil(0.31 g) was stirred under an argon atmosphere at 0° C. for 0.5 h. The mixture was treated with iodomethane(0.8 mL) and stirred at ambient temperature for 4 h then treated with water (50 mL). The precipitate was collected and washed with water and hexane to give dimethyl-2-(3-benzyloxy-4-nitrophenyl)-2-methylmalonate(2.19 g). [m/e374(MH+)].

Workup

  1. customThe precipitate was collected
  2. washwashed with water and hexane

Sources & evidence

ORD record
ord-73bdf52a64bd40a386e7f1912b8a07cc
Source dataset
uspto-grants-2002_08
Patent number
US06441012B1

Reaction notes

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