Water → HCID 67186542, compound

HRID 735826Notes

Reaction equation

HRID 735826 reaction equation
[CH2:1]([O:3][C:4](=[O:27])[C:5]([N:7]([CH2:19][C:20]1[CH:25]=[CH:24][C:23]([NH2:26])=[CH:22][CH:21]=1)[CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]([F:18])([F:17])[F:16])=[CH:11][CH:10]=1)=[O:6])[CH3:2].[CH2:28]1[O:40][CH:29]1[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39].Cl([O-])(=O)(=O)=O.[Mg+2].Cl([O-])(=O)(=O)=O.O>CC#N>[CH2:1]([O:3][C:4](=[O:27])[C:5]([N:7]([CH2:19][C:20]1[CH:21]=[CH:22][C:23]([NH:26][CH2:28][CH:29]([OH:40])[CH2:30][CH2:31][CH2:32][CH2:33][CH2:34][CH2:35][CH2:36][CH2:37][CH2:38][CH3:39])=[CH:24][CH:25]=1)[CH2:8][C:9]1[CH:10]=[CH:11][C:12]([C:15]([F:16])([F:17])[F:18])=[CH:13][CH:14]=1)=[O:6])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 178581,2-EpoxydodecaneHCID 24840Magnesium perchlorateHCID 67187634HCID 67187634, compound

Product 1

HCID 67186542HCID 67186542, compoundYield 108%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To a solution of ethyl{(4-aminobenzyl)[4-(trifluoromethyl)benzyl]amino}(oxo)acetate (38 mg, 0.10 mmol) and 1,2-dodecylene oxide (22 mg, 0.12 mmol) in 1.0 mL CH3CN were added at once magnesium perchlorate (27 mg, 0.12 mmol) under inert atmosphere. The reaction mixture was stirred 24 at rt. 2 mL of H2O were added and the resulting mixture was extracted with EtOAc (2×5 mL), dried over MgSO4, filtered and the solvents were evaporated under vacuum to give a slightly yellow oil (61 mg).

Workup

  1. extractionthe resulting mixture was extracted with EtOAc (2×5 mL)
  2. dry with materialdried over MgSO4
  3. filtrationfiltered
  4. customthe solvents were evaporated under vacuum

Sources & evidence

ORD record
ord-b68021eb4f79494c9dd6f2b5c2503dfa
Source dataset
uspto-grants-2009_09
Patent number
US07592477B2

Reaction notes

Loading…