Barium Sulfate → 5-Amino-2-cyanoethyl-2,3-dihydrobenzofuran

HRID 582615Notes

Reaction equation

HRID 582615 reaction equation
[C:1]([CH2:3][CH2:4][CH:5]1[CH2:9][C:8]2[CH:10]=[C:11]([N+:14]([O-])=O)[CH:12]=[CH:13][C:7]=2[O:6]1)#[N:2].S([O-])([O-])(=O)=O.[Ba+2]>O1CCCC1.[Pd]>[NH2:14][C:11]1[CH:12]=[CH:13][C:7]2[O:6][CH:5]([CH2:4][CH2:3][C:1]#[N:2])[CH2:9][C:8]=2[CH:10]=1

Participants

5

Reactant 2

HCID 24414Barium SulfateHCID 53782759HCID 53782759, compound

Product 1

HCID 545014885-Amino-2-cyanoethyl-2,3-dihydrobenzofuranYield 95.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

Starting from 3.2 g (15 mmol) of 2-cyanoethyl-5-nitro-2,3-dihydrobenzofuran in 80 ml of tetrahydrofuran, hydrogenated in the presence of 0.32 g of palladium on 5% barium sulfate under the conditions described in step 7 of Example 7, 2.7 g of product were obtained.

Sources & evidence

ORD record
ord-4320b5e8ea524ff6af1fcd3396dc409a
Source dataset
uspto-grants-1999_07
Patent number
US05925662

Reaction notes

Loading…