HCID 24829226, compound → 3-(6-Methoxynaphthalen-2-yl)aniline

HRID 1035603Notes

Reaction equation

HRID 1035603 reaction equation
[CH3:1][O:2][C:3]1[CH:12]=[CH:11][C:10]2[C:5](=[CH:6][CH:7]=[C:8]([C:13]3[CH:18]=[CH:17][CH:16]=[C:15]([N+:19]([O-])=O)[CH:14]=3)[CH:9]=2)[CH:4]=1>C1COCC1.[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[C:5]2[C:10](=[CH:11][CH:12]=1)[CH:9]=[C:8]([C:13]1[CH:14]=[C:15]([NH2:19])[CH:16]=[CH:17][CH:18]=1)[CH:7]=[CH:6]2

Participants

4

Reactant 1

HCID 24829226HCID 24829226, compound

Product 1

HCID 227240743-(6-Methoxynaphthalen-2-yl)anilineYield 20%

Reagents, catalysts & solvents 2

HCID 8028TetrahydrofuranSolventHCID 23938PalladiumSolvent

Procedure

To a solution of 2-methoxy-6-(3-nitrophenyl)naphthalene (200 mg, 0.71 mmol, 1 eq) in 100 ml of dry THF, Pd/C is added, and the mixture is stirred over night at RT under a hydrogen atmosphere. After filtration over Celite and purification by means of preparative thin-layer chromatograph, the product is obtained in a yield of 20% (36 mg).

Workup

  1. filtrationAfter filtration
  2. customover Celite and purification by means of preparative thin-layer chromatograph
  3. customthe product is obtained in a yield of 20% (36 mg)

Sources & evidence

ORD record
ord-81d3a3f1c3484e06afbb198bbe71142f
Source dataset
uspto-grants-2013_10
Patent number
US08546392B2

Reaction notes

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