HCID 131712564, compound → HCID 20560221, compound

HRID 1659308Notes

Reaction equation

HRID 1659308 reaction equation
[CH3:1][N:2]([CH2:4][CH:5]1[CH:14]=[C:13]([C:15]2[CH:20]=[CH:19][C:18]([Cl:21])=[CH:17][CH:16]=2)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[O:6]1)[CH3:3].[H][H]>O=[Pt]=O.C(O)C>[CH3:3][N:2]([CH2:4][CH:5]1[CH2:14][CH:13]([C:15]2[CH:16]=[CH:17][C:18]([Cl:21])=[CH:19][CH:20]=2)[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][CH:11]=2)[O:6]1)[CH3:1]

Participants

5

Reactant 2

HCID 131712564HCID 131712564, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 20560221HCID 20560221, compoundYield 55.2%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 702EthanolSolvent

Procedure

2-(N,N-Dimethylaminomethyl)-4-(4'-chlorophenyl)-3-chromene (0.36 g) and Adams catalyst (PtO2) (5 mg) in ethanol (30 ml) was hydrogenated at atmospheric pressure. When hydrogen uptake was complete (4 hours) the catalyst was removed by filtration and the solution evaporated to give an oil which was chromatographed on alumina using chloroform as eluant. The eluate was evaporated to give, after trituration with petroleum ether (40°/60°) the title compound (200 mg) as a white solid, mp 120°-122° C.

Workup

  1. custom(4 hours)
  2. customwas removed by filtration
  3. customthe solution evaporated
  4. customto give an oil which
  5. customwas chromatographed on alumina
  6. customThe eluate was evaporated
  7. customto give

Sources & evidence

ORD record
ord-a3f9e6bdda284962918ada258d431165
Source dataset
uspto-grants-1981_12
Patent number
US04303656

Reaction notes

Loading…