HCID 23371874, compound → HCID 23371851, compound

HRID 1900072Notes

Reaction equation

HRID 1900072 reaction equation
[CH:1]1([C:7]2[CH:12]=[CH:11][C:10]([N:13]3[CH2:17][CH:16]([CH2:18][O:19][CH3:20])[O:15][C:14]3=[O:21])=[CH:9][C:8]=2[N+:22]([O-])=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C.[Pd]>[NH2:22][C:8]1[CH:9]=[C:10]([N:13]2[CH2:17][CH:16]([CH2:18][O:19][CH3:20])[O:15][C:14]2=[O:21])[CH:11]=[CH:12][C:7]=1[CH:1]1[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Participants

4

Reactant 1

HCID 23371874HCID 23371874, compound

Product 1

HCID 23371851HCID 23371851, compoundYield 32.9%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

0.5 g (1.5 mmol) of (RS)-3-(4-cyclohexyl-3-nitrophenyl)-5-methoxymethyl-oxazolidin-2-one (from the mother liquor of the foregoing reaction) in 75 ml of ethanol was treated with 100 mg of 10 percent palladium-on-charcoal and hydrogenated at room temperature for 5 hours. Filtration, concentration and recrystallization from ethyl acetate gave 150 mg of white crystals with m.p. 130°-132°.

Workup

  1. filtrationFiltration, concentration and recrystallization from ethyl acetate

Sources & evidence

ORD record
ord-61852f62dc2a4dd48ea67e1dc72a1256
Source dataset
uspto-grants-1996_11
Patent number
US05574055

Reaction notes

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