Benzoyl chloride → HCID 12565366, compound

HRID 975484Notes

Reaction equation

HRID 975484 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl.[NH2:11][CH2:12][P:13]([CH2:16][NH2:17])(=[O:15])[OH:14]>N1C=CC=CC=1>[C:1]([NH:11][CH2:12][P:13]([CH2:16][NH:17][C:1](=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)(=[O:14])[OH:15])(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

4

Reactant 2

HCID 7412Benzoyl chlorideHCID 12565359HCID 12565359, compound

Product 1

HCID 12565366HCID 12565366, compoundYield 78.5%

Reagents, catalysts & solvents 1

HCID 1049PyridineSolvent

Procedure

Benzoyl chloride (1.8 ml; 15.49 mmol) is added slowly with stirring at 0° C. to a solution of bis(aminomethyl)phosphinic acid hydrochloride (1.20 g; 7.48 mmol) in pyridine (8 ml). The reaction mixture is concentrated under reduced pressure. The residue is taken up in 5% hydrochloric acid (60 ml). The aqueous phase is extracted with ethyl acetate (3×60 ml). The combined organic phases are dried (sodium sulfate) and concentrated under reduced pressure. The phosphinic acid 2 (1.95 g) is obtained as a crude product.

Workup

  1. concentrationThe reaction mixture is concentrated under reduced pressure
  2. extractionThe aqueous phase is extracted with ethyl acetate (3×60 ml)
  3. dry with materialThe combined organic phases are dried (sodium sulfate)
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-0c0540ee1fa243cdbeac208036ee0f20
Source dataset
uspto-grants-1997_03
Patent number
US05608098

Reaction notes

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