Ethanol hydrochloride → HCID 86641999, compound

HRID 421423Notes

Reaction equation

HRID 421423 reaction equation
[ClH:1].C(O)C.C([N:12]1[CH2:19][C:16]2([CH2:18][CH2:17]2)[N:15]([C:20](=[O:25])[C:21]([F:24])([F:23])[F:22])[CH2:14][CH2:13]1)C1C=CC=CC=1.[H][H]>[C].[Pd].C(O)C>[ClH:1].[F:24][C:21]([F:22])([F:23])[C:20]([N:15]1[CH2:14][CH2:13][NH:12][CH2:19][C:16]21[CH2:18][CH2:17]2)=[O:25]

Participants

6

Reactant 3

HCID 21887872Ethanol hydrochlorideHCID 585424062,2,2-Trifluoro-1-[7-(phenylmethyl)-4,7-diazaspiro[2.5]oct-4-yl]ethanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 86641999HCID 86641999, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1 N Hydrochloric acid-ethanol (105 ml, 105 mmol) and 5% palladium carbon (3 g) were added to an ethanol (250 ml) solution of the compound (15.5 g, 51 mmol) obtained in Step 4 above and contact reduction was performed for 15 hours in a hydrogen atmosphere. The catalyst was filtrated through celite, then the filtrate was concentrated under reduced pressure, an ethanol-diethyl ether mixed solvent was added to the resulting residue, and the precipitated solid was collected by filtration to give the title compound (10.3 g, 83%) as a colorless solid.

Workup

  1. filtrationThe catalyst was filtrated through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. additionan ethanol-diethyl ether mixed solvent was added to the resulting residue
  4. filtrationthe precipitated solid was collected by filtration

Sources & evidence

ORD record
ord-4bf49dbbf782494fb6568bddea6340ac
Source dataset
uspto-grants-2012_01
Patent number
US08097622B2

Reaction notes

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