HCID 86665739, compound → HCID 86665740, compound

HRID 1191648Notes

Reaction equation

HRID 1191648 reaction equation
[Br:1][C:2]([Br:16])=[CH:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH3:12])[CH:7]=[CH:6][C:5]=1[N+:13]([O-])=O>CO.[Pt]>[Br:1][C:2]([Br:16])=[CH:3][C:4]1[CH:9]=[C:8]([O:10][CH2:11][CH3:12])[CH:7]=[CH:6][C:5]=1[NH2:13]

Participants

4

Procedure

To a suspension of 2-(2,2-dibromovinyl)-4-ethoxynitrobenzene (200 mg) in methanol (3 mL) was added 1% platinum on activated carbon (vanadium doped, 50% hydrous, 27.5 mg) at room temperature, and the mixture was stirred for six and a half hours under a hydrogen atmosphere. 1% Platinum on activated carbon (vanadium doped, 50% hydrous, 27.5 mg) was added, and the mixture was stirred for additional one hour under a hydrogen atmosphere. The reaction mixture was filtered through celite (registered trademark) and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane) to obtain the title compound (155 mg).

Workup

  1. stirringthe mixture was stirred for additional one hour under a hydrogen atmosphere
  2. filtrationThe reaction mixture was filtered through celite (registered trademark)
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by silica gel column chromatography (eluting solvent: ethyl acetate-hexane)

Sources & evidence

ORD record
ord-3855f8ad0fc2444d8f4f00e6390939e0
Source dataset
uspto-grants-2014_03
Patent number
US08680120B2

Reaction notes

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