Methanol → HCID 85326302, compound

HRID 853942Notes

Reaction equation

HRID 853942 reaction equation
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][CH2:11][C:12]([F:15])([F:14])[F:13])[CH:7]=[CH:6][C:5]=1[O:16][CH2:17][C:18]([F:21])([F:20])[F:19])=[O:3].[N+:22]([C:25]1[CH:26]=[C:27]([CH:30]=[CH:31][CH:32]=1)[CH:28]=O)([O-:24])=[O:23].CO.[OH-].[Na+]>O>[F:21][C:18]([F:19])([F:20])[CH2:17][O:16][C:5]1[CH:6]=[CH:7][C:8]([O:10][CH2:11][C:12]([F:13])([F:14])[F:15])=[CH:9][C:4]=1[C:2](=[O:3])[CH:1]=[CH:28][C:27]1[CH:30]=[CH:31][CH:32]=[C:25]([N+:22]([O-:24])=[O:23])[CH:26]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 74493-NitrobenzaldehydeHCID 14798Sodium HydroxideHCID 27360731-(2,5-Bis(2,2,2-trifluoroethoxy)phenyl)ethan-1-one

Product 1

HCID 85326302HCID 85326302, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

The title compound was prepared from a mixture of 2,5-bis(2,2,2-trifluoroethoxy)acetophenone (200 mg, 0.633 mmol), 3-nitrobenzaldehyde (96 mg, 0.633 mmol), methanol (5 ml) and saturated NaOH (50 ul). The mixture was diluted with water (5 ml). The resulting yellow precipitate was collected by filtration, wash with water and dried under vacuum to give yellow solid (129 mg, 45%). 1H NMR (CDCl3): 8.48 (s, 1H), 8.28-8.24 (m, 1H), 7.91 (d, J=7.8 Hz, 1H), 7.74 (d, J=15.9 Hz, 1H), 7.61 (d, J=16.2 Hz, 1H), 7.60 (d, J=7.8 Hz, 1H), 7.36 (d, J=3.0 Hz, 1H), 7.18 (dd, J=3.3, 9.0 Hz, 1H), 6.96 (d, J=9.0 Hz, 1H), 4.49-4.36 (m, 4H).

Workup

  1. filtrationThe resulting yellow precipitate was collected by filtration
  2. washwash with water
  3. customdried under vacuum

Sources & evidence

ORD record
ord-b9f85bb7bf6e411b90b8a6a789171e2a
Source dataset
uspto-grants-2007_08
Patent number
US07256219B2

Reaction notes

Loading…