Hydrochloric Acid → HCID 67408552, compound

HRID 1622211Notes

Reaction equation

HRID 1622211 reaction equation
[C:1]1([C@H:11]([NH:13][C@H:14]2[CH2:19][CH2:18][CH2:17][NH:16][CH2:15]2)[CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.[ClH:20]>CO.C(OCC)(=O)C>[ClH:20].[ClH:20].[C:1]1([C@H:11]([NH:13][C@H:14]2[CH2:19][CH2:18][CH2:17][NH:16][CH2:15]2)[CH3:12])[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 313Hydrochloric AcidHCID 58973494HCID 58973494, compound

Product 1

HCID 67408552HCID 67408552, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 3.46 g of (S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]piperidine dissolved in 15 ml of methanol was added dropwise 20 ml of a solution of 4M hydrochloric acid in ethyl acetate, and the mixture was stirred. The reaction mixture was concentrated under reduced pressure, diethyl ether was added to the residue, washed and dried to obtain 3.33 g of (S)-3-[(R)-1-(naphthalen-1-yl)ethylamino]piperidine dihydrochloride (the following Reference example Table, Reference example 3.001(b)). MS•APCI (m/z): 255 [M+H]+

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure, diethyl ether
  2. additionwas added to the residue
  3. washwashed
  4. customdried

Sources & evidence

ORD record
ord-94e60575b32041508d4f34a203b45c87
Source dataset
uspto-grants-2014_07
Patent number
US08778628B2

Reaction notes

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