Diethyl (2-oxoethyl)phosphonate → HCID 118341055, compound

HRID 926937Notes

Reaction equation

HRID 926937 reaction equation
[CH:1]([CH2:3][P:4](=[O:11])([O:8][CH2:9][CH3:10])[O:5][CH2:6][CH3:7])=O.[C:12]1([C@H:22]([NH2:24])[CH3:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1>C(O)C>[C:12]1([C@H:22]([NH:24][CH:1]=[CH:3][P:4](=[O:11])([O:8][CH2:9][CH3:10])[O:5][CH2:6][CH3:7])[CH3:23])[C:21]2[C:16](=[CH:17][CH:18]=[CH:19][CH:20]=2)[CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 342159Diethyl (2-oxoethyl)phosphonateHCID 2724264(+)-1-(1-Naphthyl)ethylamine

Product 1

HCID 118341055HCID 118341055, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
10 °C

Procedure

A 1-litre, four-necked flask equipped with a mechanical stirrer, an addition funnel and a nitrogen inlet was charged with diethyl formylmethylphosphonate (100 g) and ethanol (500 mL). Under a nitrogen atmosphere, the resulting mixture was cooled to 10° C. and (R)-1-(1-naphthyl)ethylamine (85.6 g) was added under stirring. The mixture was left under stirring for an additional hour. The solvent was distilled from this mixture under reduced pressure. The resulting residue (180 g) was used in the next step without additional purification.

Workup

  1. customA 1-litre, four-necked flask equipped with a mechanical stirrer, an addition funnel and a nitrogen inlet
  2. waitThe mixture was left
  3. stirringunder stirring for an additional hour
  4. distillationThe solvent was distilled from this mixture under reduced pressure
  5. customThe resulting residue (180 g) was used in the next step without additional purification

Sources & evidence

ORD record
ord-5212bd6e68334d52b86418636e508bdd
Source dataset
uspto-grants-2016_03
Patent number
US09290439B2

Reaction notes

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