Hydrochloric Acid → HCID 67408552, compound

HRID 409610Notes

Reaction equation

HRID 409610 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-85f2ed9fe03643f3a188d899b771934e
Source dataset
uspto-grants-2014_06
Patent number
US08759387B2

Reaction notes

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