Water → HCID 58479973, compound

HRID 1621303Notes

Reaction equation

HRID 1621303 reaction equation
[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[CH:16]=[C:17]([CH:20]=[C:21]([Br:23])[CH:22]=2)[CH:18]=[O:19])=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1.[NH2:24][C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=1O.C([O-])(=O)C.[Pb+4].C([O-])(=O)C.C([O-])(=O)C.C([O-])(=O)C.O>C(O)(=O)C.C(OCC)(=O)C>[CH:1]1[C:14]2[C:5](=[CH:6][C:7]3[C:12]([C:13]=2[C:15]2[CH:16]=[C:17]([C:18]4[O:19][C:26]5[CH:27]=[CH:28][CH:29]=[CH:30][C:25]=5[N:24]=4)[CH:20]=[C:21]([Br:23])[CH:22]=2)=[CH:11][CH:10]=[CH:9][CH:8]=3)[CH:4]=[CH:3][CH:2]=1

Participants

7

Reactant 4

HCID 962WaterHCID 58012-AminophenolHCID 58480031HCID 58480031, compoundHCID 178418268HCID 178418268, compound

Product 1

HCID 58479973HCID 58479973, compound

Reagents, catalysts & solvents 2

HCID 176Acetic AcidSolventHCID 8857Ethyl AcetateSolvent

Procedure

10 g (27.7 mmol) of 3-(anthracen-9-yl)-5-bromobenzaldehyde and 3.6 g (33.2 mmol) of 2-aminophenol were dissolved in 100 ml of acetic acid, and then agitated at room temperature for 30 minutes. Next, 14.7 g (33.2 mmol) of lead (IV) acetate was added thereto. The resulting mixture was agitated at 50° C. for 1 hour. Then, water was poured therein. The resulting product was treated with ethyl acetate to perform extraction, and then the solvent was removed under a reduced pressure. The extract was separated through a column and dried, obtaining 4.5 g (Y=33%) of a white solid.

Workup

  1. stirringThe resulting mixture was agitated at 50° C. for 1 hour
  2. extractionextraction
  3. customthe solvent was removed under a reduced pressure
  4. customThe extract was separated through a column
  5. customdried
  6. customobtaining 4.5 g (Y=33%) of a white solid

Sources & evidence

ORD record
ord-28b734c29edf4614a1ec47d5b469bfc7
Source dataset
uspto-grants-2014_07
Patent number
US08772632B2

Reaction notes

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