Phenoxyethanol → HCID 69590327, compound

HRID 890152Notes

Reaction equation

HRID 890152 reaction equation
ClC1C=C([N:8]2[C:13]([CH3:14])=[C:12]([C:15]([O-:17])=[O:16])[CH2:11][C:10]([C:18]([O-:20])=[O:19])=[C:9]2[CH3:21])C=CC=1.[C:22]1([O:28][CH2:29][CH2:30]O)[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1.[ClH:32].CN(C)[CH2:35][CH2:36][CH2:37][N:38]=C=NCC>CN(C)C1C=CN=CC=1.O>[Cl:32][C:22]1[CH:23]=[C:24]([CH:11]2[C:10]([C:18]([O:20][CH2:30][CH2:29][O:28][C:22]3[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=3)=[O:19])=[C:9]([CH3:21])[NH:8][C:13]([CH3:14])=[C:12]2[C:15]([O:17][CH2:35][CH2:36][C:37]#[N:38])=[O:16])[CH:25]=[CH:26][CH:27]=1

Participants

6

Reactant 3

HCID 31236PhenoxyethanolHCID 27239391,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochlorideHCID 86759927HCID 86759927, compound

Product 1

HCID 69590327HCID 69590327, compound

Reagents, catalysts & solvents 2

HCID 142844-(Dimethylamino)pyridineCatalystHCID 962WaterSolvent

Procedure

250 mg (0.69 mmol) of mono(2-cyanoethyl) 4-(3-chlorophenyl-2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate, 0.1 ml (0.8 mmol) of 2-phenyloxyethanol, 187 mg (0.98 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride and 18 mg (0.15 mmol) of 4-dimethylaminopyridine were stirred at room temperature for 2 days. Water was added to the obtained mixture. After the extraction with chloroform, the organic layer was dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by the silica gel chromatography (hexane/ethyl acetate=2/1) to obtain the title compound.

Workup

  1. extractionAfter the extraction with chloroform
  2. dry with materialthe organic layer was dried over anhydrous magnesium sulfate
  3. customThe solvent was evaporated under reduced pressure
  4. customthe residue was purified by the silica gel chromatography (hexane/ethyl acetate=2/1)

Sources & evidence

ORD record
ord-53e11b0ac8ec4b158129d72cc9d5ae49
Source dataset
uspto-grants-2006_02
Patent number
US06995179B2

Reaction notes

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