Dibenzylamine → HCID 86746651, compound

HRID 1614055Notes

Reaction equation

HRID 1614055 reaction equation
I[CH2:2][CH:3]([CH3:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6].[CH2:11]([NH:18][CH2:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1.C(=O)([O-])[O-].[K+].[K+]>C(O)C>[CH2:19]([N:18]([CH2:11][C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1)[CH2:2][CH:3]([CH3:10])[CH2:4][C:5]([O:7][CH2:8][CH3:9])=[O:6])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

5

Reactant 3

HCID 7656DibenzylamineHCID 11430Potassium CarbonateHCID 19370164HCID 19370164, compound

Product 1

HCID 86746651HCID 86746651, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Mix ethyl 4-iodo-3-methylbutyrate (4.61 g, 0.18 mol), dibenzylamine (35.5 g, 0.18 mol), potassium carbonate (24.9 g, 0.18 mol) and ethanol (114 mL dried over 4A molecular sieves). Reflux for 24 hours then stir at room temperature for 48 hours. Add methylene chloride (100 mL) and filter. Evaporate the filtrate to a residue and purify by silica gel chromatography to give the title compound.

Workup

  1. temperatureReflux for 24 hours
  2. filtrationAdd methylene chloride (100 mL) and filter
  3. customEvaporate the filtrate to a residue
  4. custompurify by silica gel chromatography

Sources & evidence

ORD record
ord-6e6c5053ec1d4089bce3769e45acaca3
Source dataset
uspto-grants-1993_03
Patent number
US05194430

Reaction notes

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