2,3-Dihydro-2,4-dimethyl-7-nitrobenzofuran → HCID 13575669, compound

HRID 279891Notes

Reaction equation

HRID 279891 reaction equation
[CH3:1][CH:2]1[CH2:6][C:5]2[C:7]([CH3:14])=[CH:8][CH:9]=[C:10]([N+:11]([O-])=O)[C:4]=2[O:3]1.[H][H]>[Ni].O1CCCC1>[NH2:11][C:10]1[C:4]2[O:3][CH:2]([CH3:1])[CH2:6][C:5]=2[C:7]([CH3:14])=[CH:8][CH:9]=1

Participants

5

Reactant 2

HCID 135756682,3-Dihydro-2,4-dimethyl-7-nitrobenzofuranHCID 178418361HCID 178418361, compound

Product 1

HCID 13575669HCID 13575669, compound

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 24.3 g of 1C, 200 ml of tetrahydrofuran (THF) and 2 g of activated Raney nickel catalyst was treated with hydrogen (40 psig) in a Parr shaker three hours, then filtered. The solvent was evaporated from the filtrate to give 7-amino-2,3-dihydro-2,4-dimethylbenzofuran (1D), as an amber syrup.

Workup

  1. filtrationfiltered
  2. customThe solvent was evaporated from the filtrate

Sources & evidence

ORD record
ord-9af60e78aead4d09ba54008378703f3b
Source dataset
uspto-grants-1986_05
Patent number
US04587259

Reaction notes

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