HCID 131727819, compound → HCID 86611114, compound

HRID 1866482Notes

Reaction equation

HRID 1866482 reaction equation
C([C:3](CC)([NH:10][C:11]1[C:12]2[C:17]([CH:18]=[C:19]3[C:24]=1[CH:23]=[CH:22][CH:21]=[CH:20]3)=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1)C.[CH3:27][P:28](=[O:31])([O-:30])[O-:29]>Cl>[CH:23]1[C:24]2[C:19](=[CH:18][C:17]3[C:12]([C:11]=2[NH:10][CH2:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)=[CH:13][CH:14]=[CH:15][CH:16]=3)[CH:20]=[CH:21][CH:22]=1.[CH3:27][P:28](=[O:29])([OH:31])[OH:30]

Participants

3

Reactant 1

HCID 131727819HCID 131727819, compound

Product 1

HCID 86611114HCID 86611114, compoundYield 103.9%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

A mixture of diethyl (9-anthracyl)-N-benzylamine-methylphosphonate (0.44 g) and Analar concentrated hydrochloric acid (10 ml) was stirred at gentle reflux for 5 h. Cooled, the solvent was then removed under reduced pressure. Water (10 ml) was added and the solvent was removed under reduced pressure. This was repeated a further four times to give (9-anthracyl)-N-benzylamine-methylphosphonic acid as a white solid (0.4 g), m.p. 168-170° C., λex (EtOH, nm) 332, λem 425.

Workup

  1. temperatureat gentle reflux for 5 h
  2. temperatureCooled
  3. customthe solvent was then removed under reduced pressure
  4. additionWater (10 ml) was added
  5. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-15ec9b18c0b64485a442595493abb42c
Source dataset
uspto-grants-2009_12
Patent number
US07629379B2

Reaction notes

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