Hydrochloric Acid → HCID 67408552, compound

HRID 1811655Notes

Reaction equation

HRID 1811655 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-014c794c9e7548d496dcb1bf9aa75f0f
Source dataset
uspto-grants-2013_01
Patent number
US08362274B2

Reaction notes

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