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Potassium Carbonate → Bis-alpha-naphthyl-(4-[1-ethoxycarbonyl-ethoxy]-2-hydroxy-phenyl)-triazine

HRID 8344
Notes
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Reaction equation

HRID 8344 reaction equation
C(=O)([O-])[O-].[K+].[K+].[CH2:7]([O:9][C:10](=[O:14])[CH:11](Br)[CH3:12])[CH3:8].[C:15]1([C:25]2[N:30]=[N:29][N:28]=[C:27]([C:31]3[CH:36]=[CH:35][C:34]([OH:37])=[CH:33][C:32]=3[OH:38])[C:26]=2[C:39]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[CH:42]=[CH:41][CH:40]=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1>CN(C=O)C>[C:15]1([C:25]2[N:30]=[N:29][N:28]=[C:27]([C:31]3[CH:36]=[CH:35][C:34]([O:37][CH:11]([C:10]([O:9][CH2:7][CH3:8])=[O:14])[CH3:12])=[CH:33][C:32]=3[OH:38])[C:26]=2[C:39]2[C:48]3[C:43](=[CH:44][CH:45]=[CH:46][CH:47]=3)[CH:42]=[CH:41][CH:40]=2)[C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=[CH:17][CH:16]=1
ParticipantsConditionsProcedureWorkupSources & evidenceReaction notes

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 79040Ethyl 2-bromopropionateHCID 136338648Bis-alpha-naphthyl-(2,4-dihydroxyphenyl)-triazine

Product 1

HCID 136338649Bis-alpha-naphthyl-(4-[1-ethoxycarbonyl-ethoxy]-2-hydroxy-phenyl)-triazine

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Conditions

Temperature
125 °C

Procedure

9.39 g of potassium carbonate and 9.02 g of 2-bromopropionic acid ethyl ester are added to a solution of 20.0 g of the product from Example A6 in 200 ml of DMF. The reaction mixture is heated at 125° C. for 3.5 h. The solid which precipitates is filtered off and washed with toluene. The combined organic phase is freed of solvent in vac. Chromatography of the residue on silica gel yields the product of melting point: 124–125° C.

Workup

  1. customThe solid which precipitates
  2. filtrationis filtered off
  3. washwashed with toluene
  4. customChromatography of the residue on silica gel yields the product of melting point: 124–125° C.

Sources & evidence

ORD record
ord-692c51953fd446438dbb2938ec9d651f
Source dataset
uspto-grants-2006_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07087753B2

Reaction notes

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On this pageParticipantsConditionsProcedureWorkupSources & evidenceReaction notes