Triethyl phosphite → HCID 67151800, compound

HRID 1529516Notes

Reaction equation

HRID 1529516 reaction equation
[Br:1][C:2]1[CH:14]=[C:13]2[C:5]([C:6]3[CH:7]=[CH:8][C:9]([C:17]4[CH:22]=[CH:21][CH:20]=[CH:19][C:18]=4[N+:23]([O-])=O)=[CH:10][C:11]=3[C:12]2([CH3:16])[CH3:15])=[CH:4][CH:3]=1.P(OCC)(OCC)OCC>>[Br:1][C:2]1[CH:3]=[CH:4][C:5]2[C:6]3[CH:7]=[C:8]4[NH:23][C:18]5[C:17](=[CH:22][CH:21]=[CH:20][CH:19]=5)[C:9]4=[CH:10][C:11]=3[C:12]([CH3:15])([CH3:16])[C:13]=2[CH:14]=1

Participants

3

Reactant 2

HCID 31215Triethyl phosphiteHCID 67151883HCID 67151883, compound

Product 1

HCID 67151800HCID 67151800, compound

Procedure

A mixture of 93.8 g (238 mmol) of 7-bromo-2-(2-nitrophenyl)-9,9-dimethyl-9H-fluorene and 290.3 ml (1669 mmol) of triethyl phosphite is heated under reflux for 12 h. The triethyl phosphite remaining is subsequently distilled off (72-76° C./9 mmHg). Water/MeOH (1:1) is added to the residue, and the solid is filtered off and recrystallised. Yield: 74 g (205 mmol, 87%).

Workup

  1. temperatureis heated
  2. temperatureunder reflux for 12 h
  3. distillationThe triethyl phosphite remaining is subsequently distilled off (72-76° C./9 mmHg)
  4. additionWater/MeOH (1:1) is added to the residue
  5. filtrationthe solid is filtered off
  6. customrecrystallised

Sources & evidence

ORD record
ord-217c5c06d1684d52839b27f341d317f5
Source dataset
uspto-grants-2015_07
Patent number
US09090590B2

Reaction notes

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