HCID 13491956, compound → HCID 13491957, compound

HRID 979069Notes

Reaction equation

HRID 979069 reaction equation
[OH:1][C:2]1[CH:7]=[CH:6][C:5]([CH2:8][CH2:9][C:10](=[O:23])[CH2:11][CH2:12][C:13]2[CH:18]=[CH:17][C:16]([OH:19])=[C:15]([N+:20]([O-])=O)[CH:14]=2)=[CH:4][C:3]=1[N+:24]([O-])=O>CO.C(OCC)(=O)C.[Pd]>[NH2:20][C:15]1[CH:14]=[C:13]([CH2:12][CH2:11][C:10](=[O:23])[CH2:9][CH2:8][C:5]2[CH:6]=[CH:7][C:2]([OH:1])=[C:3]([NH2:24])[CH:4]=2)[CH:18]=[CH:17][C:16]=1[OH:19]

Participants

5

Reactant 1

HCID 13491956HCID 13491956, compound

Product 1

HCID 13491957HCID 13491957, compoundYield 98%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

A solution of 8.2 g of 1,5-bis(4-hydroxy-3-nitrophenyl)pentan-3-one in 50 ml of methanol and 150 ml of ethyl acetate was placed in a Parr hydrogenator with 300 mg of 10% Pd/C. After 3 hours the solution was filtered and evaporated to dryness to give 6.7 g of product of m.p. 131°-133° C.

Workup

  1. filtrationAfter 3 hours the solution was filtered
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-4f16ab47f5c1477fb636f9531dcbe000
Source dataset
uspto-grants-1987_05
Patent number
US04666909

Reaction notes

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