HCID 86718001, compound → 5-Methyl-2,3-dihydro-1-benzofuran-7-amine

HRID 1500462Notes

Reaction equation

HRID 1500462 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([N+:11]([O-])=O)[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1>C1COCC1.[Pd]>[CH3:1][C:2]1[CH:3]=[C:4]([NH2:11])[C:5]2[O:9][CH2:8][CH2:7][C:6]=2[CH:10]=1

Participants

4

Reactant 1

HCID 86718001HCID 86718001, compound

Product 1

HCID 552848285-Methyl-2,3-dihydro-1-benzofuran-7-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 5-methyl-7-nitro-2,3-dihydrobenzofuran (1c) (0.30 g, 1.7 mmol) and Pd/C (150 mg, 50%) in THF (5 mL) was introduced H2. It was stirred at ambient temperature for 12 h. The mixture was filtered through celite and concentrated to give the title compound (1d) as a solid. MS-ESI (m/z): 150 (M+1)+.

Workup

  1. additionwas introduced H2
  2. filtrationThe mixture was filtered through celite and
  3. concentrationconcentrated

Sources & evidence

ORD record
ord-f941dcdf87b0401590f439875f967338
Source dataset
uspto-grants-2015_12
Patent number
US09206166B2

Reaction notes

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