Hydrochloric Acid → HCID 19426302, compound

HRID 2210295Notes

Reaction equation

HRID 2210295 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][CH:12]([OH:15])[CH:11]([N:16]2[CH2:21][CH2:20][C:19]3([C:30]4[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=4)[CH2:24][CH2:23][CH2:22]3)[CH2:18][CH2:17]2)[CH2:10]1)=O)(C)(C)C>CCOC(C)=O>[ClH:1].[ClH:1].[OH:15][CH:12]1[CH2:13][CH2:14][NH:9][CH2:10][CH:11]1[N:16]1[CH2:21][CH2:20][C:19]2([C:30]3[C:25](=[CH:26][CH:27]=[CH:28][CH:29]=3)[CH2:24][CH2:23][CH2:22]2)[CH2:18][CH2:17]1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 104536361'-(1-t-butoxycarbonyl-4-hydroxypiperidin-3-yl)-3,4-dihydro-spiro[naphthalene-1(2H),4'-piperidine]

Product 1

HCID 19426302HCID 19426302, compoundYield 80%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

HCl gas was bubbled for 30 min through a soln of 20c (800 mg, 2.1 mmol) in EtOAc (10 mL) while the flask was maintained in an ice bath. The resulting solution was subsequently stirred at room temperature for 30 min, and the volatiles were removed under reduced pressure. The white solid thus obtained was recrystallized from 50% isopropyl alcohol-hexanes to provide the hydrochlorides of 21c as a white powder (80%). Elemental analysis: Calc: C=61.12, H=8.1, N=7.5; Fnd: C=59.96, H=Elemental analysis: Gale: C=61.12, H=8.1, N=7.5; Fnd: C=59.96, H=7.95, N=6.86.

Workup

  1. temperaturewas maintained in an ice bath
  2. customthe volatiles were removed under reduced pressure
  3. customThe white solid thus obtained
  4. customwas recrystallized from 50% isopropyl alcohol-hexanes

Sources & evidence

ORD record
ord-dfe0ae88f8fe456eb7515451ac263bca
Source dataset
uspto-grants-1995_10
Patent number
US05457207

Reaction notes

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