Hydrochloric Acid → HCID 9855980, compound

HRID 50149Notes

Reaction equation

HRID 50149 reaction equation
[ClH:1].[CH:2]1([C:5]([CH2:7][N:8](CC2C=CC=CC=2)[CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[O:6])[CH2:4][CH2:3]1.Cl.[H][H]>CO.[C].[Pd]>[ClH:1].[CH:2]1([C:5]([CH2:7][NH:8][CH2:9][C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)=[O:6])[CH2:4][CH2:3]1

Participants

6

Reactant 3

HCID 313Hydrochloric AcidHCID 17837422N, N-dibenzyl-aminomethyl cyclopropyl ketone hydrochlorideHCID 178418361HCID 178418361, compound

Product 1

HCID 9855980HCID 9855980, compoundYield 84.8%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

A total of 63.2 g of N, N-dibenzyl-aminomethyl cyclopropyl ketone hydrochloride was dissolved in 316 g of methanol, followed by dropwise addition of 11 g of 33% by weight hydrochloric acid. The inner atmosphere of the reaction system was replaced with nitrogen gas three times, 6.3 g of 5% by weight palladium-carbon was then added to the mixture, and the inner atmosphere of the reaction system was replaced with hydrogen gas three times, followed by stirring at room temperature for 2.5 hours. After the completion of the reaction, the resulting reaction mixture was filtrated using a filter aid (available from Kohjin Co., Ltd. under the trade name of “Cerafloc”), the filtrate was concentrated and thereby yielded 38.3 g of N-benzyl-aminomethyl cyclopropyl ketone hydrochloride as a colorless crystal.

Workup

  1. additionwas then added to the mixture
  2. customAfter the completion of the reaction
  3. customthe resulting reaction mixture
  4. filtrationwas filtrated
  5. concentrationunder the trade name of “Cerafloc”), the filtrate was concentrated

Sources & evidence

ORD record
ord-2ef8e094e53b4fd2b114cddfb41cd45e
Source dataset
uspto-grants-2004_03
Patent number
US06710210B2

Reaction notes

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