HCID 12510270, compound → HCID 12510278, compound

HRID 66099Notes

Reaction equation

HRID 66099 reaction equation
[C:1]12([O:11][C:12]3[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[C:14]([F:21])[CH:13]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2>C(OCC)(=O)C.[Pt]>[C:1]12([O:11][C:12]3[CH:17]=[CH:16][C:15]([NH2:18])=[C:14]([F:21])[CH:13]=3)[CH2:8][CH:7]3[CH2:9][CH:3]([CH2:4][CH:5]([CH2:6]3)[CH2:10]1)[CH2:2]2

Participants

4

Reactant 1

HCID 12510270HCID 12510270, compound

Product 1

HCID 12510278HCID 12510278, compoundYield 135.5%

Reagents, catalysts & solvents 2

HCID 23939PlatinumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

13.4 g of 4-(1-adamantyloxy)-2-fluoronitrobenzene (approximately 80% pure; 0.037 mole) in ethyl acetate solution was hydrogenated for 2 hours over platinum (from 1.0 g of PtO2). The catalyst was filtered and the solvent was evaporated to give 13.1 g of white solid, which was purified by two recrystallizations from CH2Cl2 -Skellysolve B, affording a pink solid, m.p. 152.0-154.0. The NMR spectrum of this material was consistent with the assigned structure.

Workup

  1. filtrationThe catalyst was filtered
  2. customthe solvent was evaporated

Sources & evidence

ORD record
ord-bebbba2de7a142f981851d3b17771637
Source dataset
uspto-grants-1978_12
Patent number
US04130561

Reaction notes

Loading…