HCID 21836595, compound → HCID 21836738, compound

HRID 1740203Notes

Reaction equation

HRID 1740203 reaction equation
[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N+:21]([O-])=O)=[CH:11][CH:10]=1.[H][H]>CO.[Pd]>[O:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH:2]1[O:7][CH2:8][C:9]1[CH:14]=[CH:13][C:12]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[NH2:21])=[CH:11][CH:10]=1

Participants

5

Reactant 2

HCID 21836595HCID 21836595, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 21836738HCID 21836738, compoundYield 95.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A solution of 4-(tetrahydropyranyloxy)methyl-2'-nitro-1,1'-biphenyl (4.12 g, 13.2 mmol) in 100 mL of methanol was hydrogenated at 40 psi in the presence of 5% palladium on carbon. After 2 hours, uptake of hydrogen was complete. The reaction mixture was filtered through diatomacious earth, and the filter cake washed with methanol. The filtrate was evaporated under vacuum to yield 3.57 g of the product.

Workup

  1. filtrationThe reaction mixture was filtered through diatomacious earth
  2. washthe filter cake washed with methanol
  3. customThe filtrate was evaporated under vacuum

Sources & evidence

ORD record
ord-9d4e4db6b5954e3da3e2908e3acedf65
Source dataset
uspto-grants-1999_10
Patent number
US05968924

Reaction notes

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