HCID 13910807, compound → HCID 13910808, compound

HRID 979061Notes

Reaction equation

HRID 979061 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][C:14]2[CH:19]=[CH:18][C:17]([OH:20])=[C:16]([N+:21]([O-])=O)[CH:15]=2)=[CH:4][C:3]=1[N+:24]([O-])=O>C(OCC)(=O)C.CO.[Pd]>[NH2:21][C:16]1[CH:15]=[C:14]([CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH2:8][C:5]2[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([NH2:24])[CH:4]=2)[CH:19]=[CH:18][C:17]=1[OH:20]

Participants

4

Reactant 1

HCID 13910807HCID 13910807, compound

Product 1

HCID 13910808HCID 13910808, compoundYield 96%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 21584119Ethylacetate methanolSolvent

Procedure

A solution of 7.0 g of 1,6-bis(4-hydroxy-3-nitrophenyl)hexane of Example 4 in ethyl acetate:methanol (3:1) and 400 mg of 5% palladium on carbon was hydrogenated on a Parr hydrogenation apparatus for 3 hours. After filtration and removal of solvent, 5.6 g of off-white solid was obtained.

Workup

  1. filtrationAfter filtration and removal of solvent

Sources & evidence

ORD record
ord-b3c484c2b14c411598eb7f453a87d8ae
Source dataset
uspto-grants-1987_05
Patent number
US04666909

Reaction notes

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