HCID 70563983, compound → HCID 70565496, compound

HRID 126913Notes

Reaction equation

HRID 126913 reaction equation
[CH:1]1([N:7]2[CH2:11][C@@H:10]([OH:12])[C@H:9]([N:13]([CH3:25])[C:14](=[O:24])[C:15]3[CH:20]=[CH:19][C:18]([N+:21]([O-])=O)=[CH:17][CH:16]=3)[CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C(O)C.[Pt]=O>[NH2:21][C:18]1[CH:17]=[CH:16][C:15]([C:14]([N:13]([C@H:9]2[C@H:10]([OH:12])[CH2:11][N:7]([CH:1]3[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]3)[CH2:8]2)[CH3:25])=[O:24])=[CH:20][CH:19]=1

Participants

4

Reactant 1

HCID 70563983HCID 70563983, compound

Product 1

HCID 70565496HCID 70565496, compound

Reagents, catalysts & solvents 2

HCID 82844Platinum oxide (PtO)CatalystHCID 702EthanolSolvent

Procedure

A solution of 44 g of trans-N-(1-cyclohexyl-4-hydroxy-3-pyrrolidinyl)-N-methyl-4-nitrobenzamide in 600 ml of absolute ethanol was treated with a catalytic amount of platinum oxide and shaken in the Parr apparatus under hydrogen for one hour. The suspension was filtered and the filtrate evaporated under vacuum. The residue crystallized from a benzene-cyclohexane mixture and was recrystallized from toluene. The yield was 39.6 g (99%); m.p. 180.0°-182.5° C.

Workup

  1. filtrationThe suspension was filtered
  2. customthe filtrate evaporated under vacuum
  3. customThe residue crystallized from a benzene-cyclohexane mixture
  4. customwas recrystallized from toluene

Sources & evidence

ORD record
ord-68d9d404e2a6421bae76d8dda7fce504
Source dataset
uspto-grants-1981_03
Patent number
US04254135

Reaction notes

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