Dimethylformamide → HCID 10822542, compound

HRID 2207681Notes

Reaction equation

HRID 2207681 reaction equation
[CH2:1]([O:3][P:4]([CH2:9][C:10]([OH:12])=O)([O:6][CH2:7][CH3:8])=[O:5])[CH3:2].C(Cl)(=O)C([Cl:16])=O.CN(C=O)C>C(Cl)Cl>[CH2:1]([O:3][P:4]([CH2:9][C:10]([Cl:16])=[O:12])(=[O:5])[O:6][CH2:7][CH3:8])[CH3:2]

Participants

5

Reactant 3

HCID 6228DimethylformamideHCID 36704(Diethoxyphosphinyl)acetic acidHCID 65578Oxalyl chloride

Product 1

HCID 10822542HCID 10822542, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

To a solution of 2-(diethoxyphosphoryl)acetic acid (0.1 mL, 0.622 mmol) in CH2Cl2 (1 mL) was added oxalyl dichloride (2 M in DCM) (0.622 mL, 1.244 mmol), followed by a drop of DMF. The reaction was stirred at rt for 2.5 h and concentrated in vacuo to yield the desired product as yellow oil. 1H NMR (500 MHz, CHLOROFORM-d) δ 4.24 (dq, J=8.4, 7.1 Hz, 4H), 3.55-3.47 (d, J=21.46 Hz, 2H), 1.42-1.38 (t, J=7.4 Hz, 6H).

Workup

  1. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-736045e274dd4e139db40d5626adb776
Source dataset
uspto-grants-2016_06
Patent number
US09376444B2

Reaction notes

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