Water → 4-Methoxy-5-methyl-2-(4-nitro-phenoxy)-indan-1-one

HRID 389321Notes

Reaction equation

HRID 389321 reaction equation
Br[CH:2]1[CH2:10][C:9]2[C:4](=[CH:5][CH:6]=[C:7]([CH3:13])[C:8]=2[O:11][CH3:12])[C:3]1=[O:14].[Na].[N+:16]([C:19]1[CH:24]=[CH:23][C:22]([OH:25])=[CH:21][CH:20]=1)([O-:18])=[O:17].O>CN(C)C=O>[CH3:12][O:11][C:8]1[C:7]([CH3:13])=[CH:6][CH:5]=[C:4]2[C:9]=1[CH2:10][CH:2]([O:25][C:22]1[CH:23]=[CH:24][C:19]([N+:16]([O-:18])=[O:17])=[CH:20][CH:21]=1)[C:3]2=[O:14]

Participants

6

Reactant 4

HCID 962WaterHCID 9804-NitrophenolHCID 5360545SodiumHCID 668127112-Bromo-4-methoxy-5-methyl-indan-1-one

Product 1

HCID 668130954-Methoxy-5-methyl-2-(4-nitro-phenoxy)-indan-1-oneYield 73.7%

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
26.5 °C

Procedure

To a stirred solution of 2-Bromo-4-methoxy-5-methyl-indan-1-one (2.0 gm, 0.0078 mole) in Dimethylformamide (15 ml), added Sodium salt of 4-Nitrophenol (1.27 gm, 0.0078 mole) at 10-15° C. After 2 hours stirring at 25-28° C., reaction mixture was poured into water (50 ml). The separated solid was filtered, washed with hexane and dried under vacuum to give 1.8 gm of desired product as a solid

Workup

  1. customreaction mixture
  2. filtrationThe separated solid was filtered
  3. washwashed with hexane
  4. customdried under vacuum

Sources & evidence

ORD record
ord-c8db2213d4254fee95be0bcfe6573f71
Source dataset
uspto-grants-2013_02
Patent number
US08378118B2

Reaction notes

Loading…