Hydrochloric Acid → HCID 69763809, compound

HRID 2167089Notes

Reaction equation

HRID 2167089 reaction equation
N1[CH:6]=[CH:5][CH:4]=[CH:3][C:2]=1[CH2:7][CH2:8][CH2:9][OH:10].[ClH:11].[CH2:12](O)C>>[ClH:11].[CH:2]1([CH2:7][CH2:8][CH2:9][OH:10])[CH2:12][CH2:6][CH2:5][CH2:4][CH2:3]1

Participants

4

Reactant 3

HCID 313Hydrochloric AcidHCID 702EthanolHCID 72922Pyripropanol

Product 1

HCID 69763809HCID 69763809, compound

Procedure

To a stirred solution of compound 20 (5 g, 36.4 mmol) in ethanol (32 mL) was added concentrated HCl (3.2 mL) and the reaction mixture was degassed with N2 for 15 minutes. Platinum oxide (PtO2; 1 g) was then added and degassed for 5 minutes. Finally, the reaction mixture was hydrogenated at rt in a Parr apparatus for 16 hours under 45 psi H2 pressure. The reaction mixture was filtered through the Celite® reagent, and was washed with ethanol. The filtrate was concentrated to yield the crude product 21 which was used as such for the next step.

Workup

  1. customthe reaction mixture was degassed with N2 for 15 minutes
  2. additionPlatinum oxide (PtO2; 1 g) was then added
  3. customdegassed for 5 minutes
  4. filtrationThe reaction mixture was filtered through the Celite® reagent
  5. washwas washed with ethanol
  6. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-082a8989d5134a3fb9f2d9f75dc8f503
Source dataset
uspto-grants-2015_06
Patent number
US09044482B2

Reaction notes

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