2-(2-(Isopropyloxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline → 1,2,3,4-Tetrahydroisoquinoline

HRID 481787Notes

Reaction equation

HRID 481787 reaction equation
C(OC(CC[N:9]1[CH2:18][CH2:17][C:16]2[C:11](=[CH:12][C:13]([N+]([O-])=O)=[CH:14][CH:15]=2)[CH2:10]1)=O)(C)C>CO.[C].[Pd]>[CH2:10]1[C:11]2[C:16](=[CH:15][CH:14]=[CH:13][CH:12]=2)[CH2:17][CH2:18][NH:9]1

Participants

4

Reactant 1

HCID 190672012-(2-(Isopropyloxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline

Product 1

HCID 70461,2,3,4-TetrahydroisoquinolineYield 78%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

The suspension (60 ml) in methanol of 1.58 g of 2-(2-(isopropyloxycarbonyl)ethyl)-7-nitro-1,2,3,4-tetrahydroisoquinoline and 1.0 g of palladium-carbon (10%) was stirred for one day, and the catalyst was separated by filtration. The filtrate was concentrated under reduced pressure to obtain 1.11 g of 7-amino-2-(isopropyloxycarbonyl)ethyl)-1,2,3,4-tetrahydroisoquinoline (yield: 78%).

Workup

  1. customthe catalyst was separated by filtration
  2. concentrationThe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-7209348318af4b668c6a3d5c7fbc5910
Source dataset
uspto-grants-1998_08
Patent number
US05789595

Reaction notes

Loading…