Potassium Carbonate → HCID 68430465, compound

HRID 2267017Notes

Reaction equation

HRID 2267017 reaction equation
[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([OH:11])[CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13].[N+:15]([C:18]1[CH:25]=[CH:24][C:21]([CH2:22]Br)=[CH:20][CH:19]=1)([O-:17])=[O:16].C([O-])([O-])=O.[K+].[K+]>CC(C)=O>[OH:1][C:2]1[C:7]([CH2:8][CH2:9][CH3:10])=[C:6]([O:11][CH2:22][C:21]2[CH:24]=[CH:25][C:18]([N+:15]([O-:17])=[O:16])=[CH:19][CH:20]=2)[CH:5]=[CH:4][C:3]=1[C:12](=[O:14])[CH3:13]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 660114-Nitrobenzyl bromideHCID 27751982',4'-Dihydroxy-3'-propylacetophenone

Product 1

HCID 68430465HCID 68430465, compoundYield 94.6%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To 2′,4′-dihydroxy-3′-propyl acetophenone (3.0 g, 15.4 mmol) and 4-nitrobenzyl bromide (3.6 g, 17 mmol) in acetone (62 mL) is added K2CO3 (3.2 g, 23 mmol). The reaction mixture is refluxed for 1 h and cooled to room temperature. The precipitate is filtered, washed with water (5×70 mL), and dried to give the title compound (4.8 g, 94%). LC-MS (m/z): 328 (M−1).

Workup

  1. temperatureThe reaction mixture is refluxed for 1 h
  2. filtrationThe precipitate is filtered
  3. washwashed with water (5×70 mL)
  4. customdried

Sources & evidence

ORD record
ord-88e31b8d4b984e24926de9633b18cc1b
Source dataset
uspto-grants-2010_12
Patent number
US07858646B2

Reaction notes

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