Sodium Hydroxide → 2-Methyl-7-nitro-3-(3-oxobutyl)benzo[b]furan

HRID 342435Notes

Reaction equation

HRID 342435 reaction equation
C(OC([CH:6]([C:21](=[O:23])[CH3:22])[CH2:7][C:8]1[C:9]2[CH:17]=[CH:16][CH:15]=[C:14]([N+:18]([O-:20])=[O:19])[C:10]=2[O:11][C:12]=1[CH3:13])=O)C.[OH-].[Na+]>C(O)C>[CH3:13][C:12]1[O:11][C:10]2[C:14]([N+:18]([O-:20])=[O:19])=[CH:15][CH:16]=[CH:17][C:9]=2[C:8]=1[CH2:7][CH2:6][C:21](=[O:23])[CH3:22]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 702014873-(2-Ethoxycarbonyl-3-oxobutyl)-2-methyl-7-nitrobenzo[b]furan

Product 1

HCID 701995172-Methyl-7-nitro-3-(3-oxobutyl)benzo[b]furanYield 79.8%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of 3-(2-ethoxycarbonyl-3-oxobutyl)-2-methyl-7-nitrobenzo[b]furan (170 mg) in a mixture of ethanol (5 ml) and aqueous 1N-sodium hydroxide (5 ml) was refluxed for 1 hour. The reaction mixture was cooled and the separated solid was collected, washed with water and dried to give 2-methyl-7-nitro-3-(3-oxobutyl)benzo[b]furan (105 mg).

Workup

  1. temperaturewas refluxed for 1 hour
  2. temperatureThe reaction mixture was cooled
  3. customthe separated solid was collected
  4. washwashed with water
  5. customdried

Sources & evidence

ORD record
ord-80ac3a9a8fe140dfab8a4a9c26f4028a
Source dataset
uspto-grants-1999_01
Patent number
US05858995

Reaction notes

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