(7-Nitro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol → (7-Amino-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanol

HRID 1373721Notes

Reaction equation

HRID 1373721 reaction equation
[OH:1][CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[C:10]([N+:13]([O-])=O)[CH:11]=[CH:12][C:6]=2[O:5][CH2:4]1>CO.[Pd]>[OH:1][CH2:2][CH:3]1[O:8][C:7]2[CH:9]=[C:10]([NH2:13])[CH:11]=[CH:12][C:6]=2[O:5][CH2:4]1

Participants

4

Reactant 1

HCID 12736685(7-Nitro-2,3-dihydro-1,4-benzodioxin-2-yl)methanol

Product 1

HCID 22036433(7-Amino-2,3-dihydrobenzo[b][1,4]dioxin-2-yl)methanolYield 86.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

4.2 g of the nitro compound from example k in 120 ml MeOH were hydrogenated at atmospheric pressure with 10% Pd—C at room temperature for 3 hrs. The mixture was filtered and the filtrate evaporated to yield 3.13 g of the title compound.

Workup

  1. filtrationThe mixture was filtered
  2. customthe filtrate evaporated

Sources & evidence

ORD record
ord-628979ad81dc4a0cab63ae782ca236fd
Source dataset
uspto-grants-2007_01
Patent number
US07163941B2

Reaction notes

Loading…