Diisopropylethylamine → HCID 68577471, compound
Reaction equation
Cl[C:2]([O:4][C:5]1[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=1)=[O:3].C(N(CC)C(C)C)(C)C.[C:21]1([C:27]2[CH:34]=[CH:33][C:30]([CH2:31][NH2:32])=[CH:29][CH:28]=2)[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1>C(Cl)Cl>[C:27]1([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:28]=[CH:29][C:30]([CH2:31][NH:32][C:2](=[O:3])[O:4][C:5]2[CH:10]=[CH:9][C:8]([F:11])=[CH:7][CH:6]=2)=[CH:33][CH:34]=1Participants
5
Reactant 3
Product 1
Reagents, catalysts & solvents 1
Procedure
0.069 ml (0.522 mmol) of 4-fluorophenyl chloroformate and 0.149 ml (0.82 mmol) of N,N-diisopropylethylamine are added, dropwise and at ambient temperature, to a solution of 0.107 g (0.58 mmol) of 4-phenylbenzylamine in 4 ml of methylene chloride. The mixture is stirred at ambient temperature for 1 h. The reaction medium is diluted with a further 2 ml of methylene chloride and washed with a saturated aqueous ammonium chloride solution and with a saturated aqueous sodium chloride solution. The phases are separated and the organic phase is filtered through a hydrophobic sintered glass funnel. The filtrate is concentrated under reduced pressure and the solid residue is washed with 5 ml of diisopropyl ether.
Workup
- customat ambient temperature
- washwashed with a saturated aqueous ammonium chloride solution and with a saturated aqueous sodium chloride solution
- customThe phases are separated
- filtrationthe organic phase is filtered through a hydrophobic sintered glass funnel
- concentrationThe filtrate is concentrated under reduced pressure
- washthe solid residue is washed with 5 ml of diisopropyl ether
Sources & evidence
- ORD record
- ord-e1a7ffc78c8c4f33907f409614604e6b
- Source dataset
- uspto-grants-2010_04
- Patent number
- US07696374B2
Reaction notes
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