Chloroform → HCID 21094281, compound

HRID 1350073Notes

Reaction equation

HRID 1350073 reaction equation
[C:1]([CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1)[C:4]([O:6][CH3:7])=[O:5])#[N:2].C(Cl)(Cl)[Cl:17]>CO.CCOCC.O=[Pt]=O>[ClH:17].[NH2:2][CH2:1][CH:3]([C:8]1[CH:13]=[CH:12][CH:11]=[C:10]([O:14][CH3:15])[CH:9]=1)[C:4]([O:6][CH3:7])=[O:5]

Participants

6

Reactant 2

HCID 6212ChloroformHCID 69439208HCID 69439208, compound

Product 1

HCID 21094281HCID 21094281, compound

Reagents, catalysts & solvents 3

HCID 345198Adams' catalystCatalystHCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Procedure

The compound obtained in Step A (34.32 g; 0.1672 mol) is dissolved in 150 ml of methanol. The solution is poured into an autoclave and then 50 ml of chloroform and platinium oxide (10% by weight) are added to the solution. The autoclave is placed under hydrogen pressure (60 bars) at ambient temperature and stirred magnetically for 24 hours. After removal of the catalyst by filtration, the solution is evaporated under reduced pressure. The oil obtained is taken up in ether. The precipitate formed is suction-filtered off and recrystallised from acetonitrile to yield the title product in the form of a white solid.

Workup

  1. additionThe solution is poured into an autoclave
  2. customat ambient temperature
  3. customAfter removal of the catalyst
  4. filtrationby filtration
  5. customthe solution is evaporated under reduced pressure
  6. customThe oil obtained
  7. customThe precipitate formed
  8. filtrationis suction-filtered off
  9. customrecrystallised from acetonitrile

Sources & evidence

ORD record
ord-5b8111009f8342d1b81da58aa1532995
Source dataset
uspto-grants-2007_05
Patent number
US07214689B2

Reaction notes

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