Hydrochloric Acid → HCID 69763809, compound

HRID 538669Notes

Reaction equation

HRID 538669 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-720f2a8bf5cc4f15ac8b2b2c8ad6b7f0
Source dataset
uspto-grants-2014_10
Patent number
US08865741B2

Reaction notes

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