Water → HCID 15840468, compound

HRID 341782Notes

Reaction equation

HRID 341782 reaction equation
[CH2:1]([O:3][P:4]([CH:9]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27]O)=[CH:21][N:20]=1)[P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2].C(Br)(Br)(Br)[Br:30].C1(P(C2C=CC=CC=2)C2C=CC=CC=2)C=CC=CC=1.O>ClCCl>[CH2:1]([O:3][P:4]([CH:9]([NH:18][C:19]1[CH:24]=[CH:23][C:22]([CH2:25][CH2:26][CH2:27][Br:30])=[CH:21][N:20]=1)[P:10](=[O:17])([O:14][CH2:15][CH3:16])[O:11][CH2:12][CH3:13])(=[O:8])[O:5][CH2:6][CH3:7])[CH3:2]

Participants

6

Reactant 4

HCID 962WaterHCID 11205Carbon tetrabromideHCID 11776TriphenylphosphineHCID 15840467HCID 15840467, compound

Product 1

HCID 15840468HCID 15840468, compound

Reagents, catalysts & solvents 1

HCID 6344DichloromethaneSolvent

Procedure

A mixture of [(5-(3-hydroxypropyl)-2-pyridinyl)aminomethylene]-bis(phosphonic acid] tetraethyl ester (10 mmol), carbon tetrabromide (11 mmol) and triphenyl phosphine (11 mmol) in dichloromethane (100 ml) is stirred at room temperature for 5 h. Water is added and the product is extracted with dichloromethane. The combined organic extracts are dried and concentrated. The residue is purified by flash column chromatography to give [(5-(3-bromopropyl)-2-pyridinyl)aminomethylene]bis[phosphonic acid] tetraethyl ester.

Workup

  1. extractionthe product is extracted with dichloromethane
  2. customThe combined organic extracts are dried
  3. concentrationconcentrated
  4. customThe residue is purified by flash column chromatography

Sources & evidence

ORD record
ord-2ef950c55cf444dc95bb55322acbded7
Source dataset
uspto-grants-1999_01
Patent number
US05856314

Reaction notes

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