Hydrochloric Acid → HCID 46312182, compound

HRID 1527525Notes

Reaction equation

HRID 1527525 reaction equation
[F:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17].Cl>CO.[Zn]>[F:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[CH:4][C:3]=1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=1[F:17]

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 46312621HCID 46312621, compound

Product 1

HCID 46312182HCID 46312182, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 887MethanolSolvent

Procedure

To a suspension of 2,2′-difluoro-3-nitro-biphenyl (100 mg, 0.36 mmol) in methanol (5 mL) were added a 3N aqueous HCl solution (7.23 mL, 21.7 mmol) and Zn powder (426 mg, 6.51 mmol). The mixture was stirred 4 h at RT. The reaction mixture was concentrated and neutralized with saturated aqueous NaHCO3 solution, then diluted with an equal volume of water and extracted (×3) with CH2Cl2. The combined organics were dried (Phase Separator) and concentrated in vacuo to give the title compound. MS (LC-MS): 206 [M+H]+; tR (HPLC conditions k): 3.30 min.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. additiondiluted with an equal volume of water
  3. extractionextracted (×3) with CH2Cl2
  4. customThe combined organics were dried (Phase Separator)
  5. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-860e80db64254413a1e3b3bbcdd54187
Source dataset
uspto-grants-2015_07
Patent number
US09085555B2

Reaction notes

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