Ethanol → Ethyl (2-aminoethyl)(methyl)phosphinate
Reaction equation
[CH2:1]([O:3][P:4]([CH2:7][CH2:8][NH:9]C(OCC1C=CC=CC=1)=O)([CH3:6])=[O:5])[CH3:2].CCO>[Pd].CCOC(C)=O>[CH2:1]([O:3][P:4]([CH2:7][CH2:8][NH2:9])([CH3:6])=[O:5])[CH3:2]Participants
5
Procedure
(2-Benzyloxycarbonylamino-ethyl)-methyl-phosphinic acid ethyl ester (1.3 g, 4.56 mmol) and 10% Pd/C (485 mg) were combined in a flask and EtOH (46 mL) was added. The reaction flask atmosphere was exchanged for H2 and the reaction was run at room temperature until complete, as determined by TLC (eluent: 100% EtOAc). The reaction was then filtered through Supercell NF and the filtrate was concentrated to yield (2-amino-ethyl)-methyl-phosphinic acid ethyl ester (615 mg, 90%) as a yellow oil in which white crystals began to form under high vacuum.
Workup
- customwas run at room temperature
- filtrationThe reaction was then filtered through Supercell NF
- concentrationthe filtrate was concentrated
Sources & evidence
- ORD record
- ord-c96f73aeb964487aa33ffdb38e1e0127
- Source dataset
- uspto-grants-2013_08
- Patent number
- US08501714B2
Reaction notes
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