Hydrochloric Acid → HCID 136351980, compound

HRID 723323Notes

Reaction equation

HRID 723323 reaction equation
[N+:1]([C:4]1[CH:16]=[C:15]2[C:7](=[CH:8][C:9]3[C:14]2=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:6](=[O:17])[C:5]=1[OH:18])([O-])=O.Cl[Sn]Cl.Cl.[OH-].[NH4+]>C(O)(=O)C>[NH2:1][C:4]1[CH:16]=[C:15]2[C:7](=[CH:8][C:9]3[C:14]2=[CH:13][CH:12]=[CH:11][CH:10]=3)[C:6](=[O:17])[C:5]=1[OH:18]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 14923Ammonium HydroxideHCID 24479Stannous ChlorideHCID 136351981HCID 136351981, compound

Product 1

HCID 136351980HCID 136351980, compoundYield 65%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A mixture of 3-nitro-2-hydroxyfluorenone (1.6 g, 6.6 mmol) and SnCl2 (3 g, 6.6 mmol) was refluxed in 100 ml acetic acid:conc. HCl (1:1) for 1 hour. The mixture was allowed to cool to room temperature and neutralized with ammonium hydroxide. After extracting with EtOAc (3×100 ml), combined organic fractions were dried over magnesium sulfate and evaporated to leave the product as a brown solid (65%) (M+1, 212).

Workup

  1. extractionAfter extracting with EtOAc (3×100 ml)
  2. dry with materialwere dried over magnesium sulfate
  3. customevaporated

Sources & evidence

ORD record
ord-b420234435224586a34a18c6dbe1abd4
Source dataset
uspto-grants-2006_11
Patent number
US07141565B1

Reaction notes

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