HCID 20380305, compound → HCID 20380311, compound

HRID 1448595Notes

Reaction equation

HRID 1448595 reaction equation
[ClH:1].C([N:9]1[CH2:14][CH:13]=[C:12]([C:15]2[C:21]([OH:22])=[CH:20][C:19]([CH:23]([CH3:25])[CH3:24])=[CH:18][C:16]=2[OH:17])[CH2:11][CH2:10]1)C1C=CC=CC=1.[H][H]>CO.[Pd]>[ClH:1].[NH:9]1[CH2:10][CH:11]=[C:12]([C:15]2[C:16]([OH:17])=[CH:18][C:19]([CH:23]([CH3:25])[CH3:24])=[CH:20][C:21]=2[OH:22])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 20380305HCID 20380305, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20380311HCID 20380311, compoundYield 54.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

The product of Example XI (30.1 g) was suspended in 150 ml methanol and hydrogenated using 4 g of 5% Pd on carbon. After uptake of 1 mole hydrogen, the catalyst was filtered, the solution concentrated and the residue crystallized from isopropyl alcohol to give 12.27 g (52.5%) of product, m.p. 269°-271°.

Workup

  1. concentrationthe solution concentrated
  2. customthe residue crystallized from isopropyl alcohol

Sources & evidence

ORD record
ord-0055b45d833c46bd95fdc42df5ffc172
Source dataset
uspto-grants-1979_12
Patent number
US04180669

Reaction notes

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