Water → 2-Methyl-7-nitro-3-phthalimidomethylbenzo[b]furan

HRID 342437Notes

Reaction equation

HRID 342437 reaction equation
Cl[CH2:2][C:3]1[C:4]2[CH:12]=[CH:11][CH:10]=[C:9]([N+:13]([O-:15])=[O:14])[C:5]=2[O:6][C:7]=1[CH3:8].[C:16]1(=[O:26])[NH:20][C:19](=[O:21])[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]12.[K].O>CN(C)C=O>[CH3:8][C:7]1[O:6][C:5]2[C:9]([N+:13]([O-:15])=[O:14])=[CH:10][CH:11]=[CH:12][C:4]=2[C:3]=1[CH2:2][N:20]1[C:19](=[O:21])[C:18]2=[CH:22][CH:23]=[CH:24][CH:25]=[C:17]2[C:16]1=[O:26]

Participants

5

Reactant 3

HCID 962WaterHCID 24194345Phthalimide potassium saltHCID 701999963-Chloromethyl-2-methyl-7-nitrobenzo[b]furan

Product 1

HCID 701987382-Methyl-7-nitro-3-phthalimidomethylbenzo[b]furanYield 95.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A mixture of 3-chloromethyl-2-methyl-7-nitrobenzo[b]furan (410 mg) and potassium phthalimide (506 mg) in N,N-dimethylformamide (10 ml) was stirred at ambient temperature for 3 hours. Then, the mixture was poured into cold water and the separated solid was collected, washed with water and dried to give 2-methyl-7-nitro-3-phthalimidomethylbenzo[b]furan (585 mg).

Workup

  1. customthe separated solid was collected
  2. washwashed with water
  3. customdried

Sources & evidence

ORD record
ord-79d66e6abc714a059aeeef27c4a11487
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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